Category: 14372-65-7

Synthesis of some 4H-pyrimido[2,1-b]benzothiazol-4-ones was written by Alaimo, Robert J.. And the article was included in Journal of Heterocyclic Chemistry in 1973.Application of 14372-65-7 The following contents are mentioned in the article:

A series of 8-substituted and 7,8-disubstituted-4-oxo-3-(4H-pyrimido[2,1-b]benzothiazole)carboxylic acids (I) and esters including a 9-aza analog were synthesized from substituted 2-aminobenzothiazoles and di-Et ethoxymethylenemalonate. No significant antiparasitic activity was detected. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Application of 14372-65-7).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Application of 14372-65-7

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and Evaluation of Anticonvulsant Activities of Triazole- Incorporated Benzothiazoles was written by Song, Ming-Xia;Zeng, Hong;Deng, Xian-Qing;Quan, Zhe-Shan. And the article was included in Letters in Drug Design & Discovery in 2014.Safety of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

A series of 6-alkoxy-2-(4H-1,2,4-triazol-4-yl)benzothiazoles was synthesized and evaluated for their anticonvulsant activity using the maximal electroshock (MES) method. Interestingly, all of the compounds prepared showed long duration of protection effect in the MES screens. And none of them, except compounds 4b and 4d, showed any neurotoxicity at dose of 300 mg/kg. Compound 4c was considered as the most promising one with an ED50 value of 39.4 mg/kg, and a superior PI value of 17.3 when compared to the marketed antiepileptic drugs carbamazepine, phenobarbital, and valproate. What’s more, compound 4c showed high protection against seizures induced by pentylenetetrazole. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Safety of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Safety of 6-Butoxybenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Quantitative structure-activity relationships of antitumor guanidinothiazolecarboxamides with survival enhancement for therapy in the 3LL Lewis lung carcinoma model was written by Schnur, Rodney C.;Gallaschun, Randall J.;Singleton, David H.;Grissom, Martin;Sloan, Donald E.;Goodwin, Peter;McNiff, Patricia A.;Fliri, Anton F. J.;Mangano, F. Michael. And the article was included in Journal of Medicinal Chemistry in 1991.Safety of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

Title compounds, e.g., I (R = H, 4-Cl, 4-Me, 4-OMe, 4-NO₂, 4-F, 4-CHMe₂, 4-SMe, 4-OH, 5-F, 5-SMe, 5-NO₂, 5-OEt, 5-Ph, 5-OH, 5-OBu, 6-Cl, 6-F, 6-OMe, 6-CONH₂, 6-Ph, 6-SO₂NH₂, 6-cyano, 6-Me, 5,6-Cl₂, 5,6-F₂, 5,6-Me₂, 5-F-6-OMe, 5-F-6-Cl) were prepared and tested for antitumor activity against exptl. pulmonary metastases of 3LL Lewis lung carcinoma. They produce enhancement of survival by using 8 days of i.p. dosing initiated 2 days after i.v. tumor challenge. Quant. structure-activity relationships have been discovered in the series with survival enhancement correlated to substituent parameters. The most effective analog in this series was I (R = 5-F). This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Safety of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Safety of 6-Butoxybenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and Anticonvulsant Activity Evaluation of 7-Alkoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-ones was written by Liu, Da-Chuan;Deng, Xian-Qing;Wang, Shi-Ben;Quan, Zhe-Shan. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2014.Computed Properties of C11H14N2OS The following contents are mentioned in the article:

A new series of 7-alkoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-ones were synthesized and evaluated for their anticonvulsant activities. Among these compounds, 7-propoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-one and 7-butoxy[1,2,4]triazolo[3,4-b]benzothiazol-3(2H)-one (I) showed the highest activity against maximal electroshock (MES)-induced tonic extension [(ED)₅₀ = 11.4 and 13.6 mg/kg, resp.]. It is worth mentioning that compound I showed especially low neurotoxicity, which led to a high protective index (PI >51). The orally anticonvulsant activity data of compound I further confirmed its efficacy, in an MES test, and its high safety with a PI value of 50.2. In addition, the potency of compound I against seizures induced by pentylenetetrazole, 3-mercaptopropionic acid, and bicuculline in the chem.-induced seizure tests suggested that compound I may exert its anticonvulsant activity through affecting the GABAergic system. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Computed Properties of C11H14N2OS).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Computed Properties of C11H14N2OS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Organic thiocyanogen compounds. XXXII. Fungistatic properties and skin tolerance of some thicyanophenols, thiocyanophenol ethers, and thiocyanophenol ketones was written by Hueller, H.;Luess, K. D.;Wollmann, H.;Pohloudek-Fabini, R.. And the article was included in Pharmazie in 1968.Electric Literature of C11H14N2OS The following contents are mentioned in the article:

Thiocyanophenols, thiocyanophenol ethers, and thiocyanophenol ketones were tested for their fungistatic activity with Candida albicans, Trichophyton mentagrophytes, Epidermophyton floccosum, and Penicillium waksmani. All the thiocyano compounds had stronger fungistatic activity than the corresponding thiocyano free original compounds as in 4-thiocyanophenol vs. phenol, 1-methoxy-2-thiocyanobenzene vs. methoxybenzene, and 4-thiocyanoacetophenone vs. acetophenone. Monothiocyanophenylalkyl ethers and monothiocyanophenylakyl ketones had higher activity than the corresponding dithiocyano compounds Addition of amino group to benzene nucleus of thiocyanophenyl ethers diminished the activity. Healthy skin of guinea pigs and rabbits could tolerate 4-thiocyanophenetole and 4-thiocyanoaceto-phenone up to 1%, 4-thiocyanophenol and 4-thiocyanopropoxybenzene up to 0.1%. Higher concentrations caused reddening and swelling of the skin, and 4-thiocyanopropoxylbenzene at 10% caused necrosis. 12 references. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Electric Literature of C11H14N2OS).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Electric Literature of C11H14N2OS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Design, synthesis, and apoptosis-promoting effect evaluation of novel pyrazole with benzo[d]thiazole derivatives containing aminoguanidine units was written by Liu, Da Chuan;Gao, Mei Jia;Huo, Qiang;Ma, Tao;Wang, Ying;Wu, Cheng Zhu. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2019.Synthetic Route of C11H14N2OS The following contents are mentioned in the article:

New pyrazole with benzo[d]thiazoles containing hydrazinecarboximidamide substituent was synthesized and evaluated for cytotoxicity and apoptotic activity using the MTT assay, flow cytometry, and Western blot anal. Among the compounds studied, (E)-2-((1-(6-((4-fluorobenzyl)oxy)benzo[d]thiazol-2-yl)-3-phenyl-1H-pyrazol-4-yl)methylene) hydrazinecarboximidamide (8l) was potent, with IC₅₀ values of 2.41 μM, 2.23 μM, 3.75 μM and 2.31 μM in vitro anti-proliferative activity testing against triple-neg. breast cancer cell line MDA-MB-231, non-triple-neg. breast cancer MCF-7 cells, and human hepatocarcinoma HepG2 cells, and SMMC-7721 cells, resp. Especially, the activity against MDA-MB-231 was similar to that of Doxorubicin, which was used as a pos. control in this study. Next, the Annexin V/PI flow cytometry assay was used at different concentrations of compound 8l to demonstrate that compound 8l induced apoptosis of MDA-MB-231 cells in a concentration-dependent manner. Finally, these results were further verified by Western blot anal. Taken together, the results of this study revealed that compound 8l may be a potential anticancer compound play a significant role in the subsequent researches. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Synthetic Route of C11H14N2OS).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Synthetic Route of C11H14N2OS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and biological evaluation of novel benzothiazole derivatives as potential anticonvulsant agents was written by Liu, Da-Chuan;Zhang, Hong-Jian;Jin, Chun-Mei;Quan, Zhe-Shan. And the article was included in Molecules in 2016.Quality Control of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

New benzothiazoles with a mercapto-triazole and other heterocycle substituents I (R = Pr, benzyl, 3-trifluoromethylbenzyl, etc.; R¹ = 1H-1,2,4-triazol-3-ylthio, 1H-1,2,4-triazol-1-yl, 3-amino-1H-1,2,4-triazol-1-yl, 1H-imidazol-1-yl, 1H-1,2,3,4-tetrazol-1-yl) were synthesized and evaluated for their anticonvulsant activity and neurotoxicity by using the maximal electroshock (MES), s.c. pentylenetetrazole (scPTZ), and rotarod neurotoxicity (TOX) tests. Among the compounds studied, compounds I (R = 3-fluorobenzyl, 4-fluorobenzyl; R¹ = 1H-1,2,4-triazol-3-ylthio) were the most potent, with an ED₅₀ value of 50.8 mg/kg and 54.8 mg/kg in the MES test and 76.0 mg/kg and 52.8 mg/kg in the scPTZ seizures test, resp. They also showed lower neurotoxicity and therefore a higher protective index. In particular, compound I (R = 4-fluorobenzyl; R¹ = 1H-1,2,4-triazol-3-ylthio) showed high protective index (PI) values of 8.96 in the MES test and 9.30 in the scPTZ test, which were better than those of the standard drugs used as pos. controls in this study. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Quality Control of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Quality Control of 6-Butoxybenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

QSAR study on H₃-receptor affinity of benzothiazole derivatives of thioperamide was written by Bordi, Fabrizio;Mor, Marco;Morini, Giovanni;Plazzi, Pier Vincenzo;Silva, Claudia;Vitali, Tullo;Caretta, Antonio. And the article was included in Farmaco in 1994.Application In Synthesis of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

Starting from the structure of thioperamide, a known H₃-antagonist, a new series of compounds I (R = H, NO₂, Br, etc.) with a benzothiazole nucleus instead of the cyclohexylcarbothioamide moiety was synthesized. Various substituents, selected by exptl. design, were introduced in position 6 of the benzothiazole nucleus, in order to change its physico-chem. characteristics. The lipophilicity of the synthesized compounds was measured by means of RP-HPLC, and their H₃-receptor affinity was evaluated by competitive binding assays on rat cortex synaptosomes, with the labeled ligand N^α-[³H]methylhistamine. A QSAR anal. was performed on the exptl. data, using also substituent constants taken from the literature. The newly synthesized compounds showed lower H₃-affinities than thioperamide; quant. structure-activity relationships, described by models obtained with PLS and MRS techniques, were observed among benzothiazole derivatives According to these relationships, any attempt to improve the potency of these compounds should involve the substitution of the benzothiazole moiety with less bulky and/or more flexible structures, which should also be less lipophilic and allow better electronic interactions with the binding site. 1-(Benzothiazol-2-yl)-4-[(1H)-imidazol-4-yl]piperidine represents a limit structure for H₃-activity, since it seems impossible to improve its affinity by means of substitution in the studied position of the benzothiazole nucleus, as shown by predictions performed by a PLS model. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Application In Synthesis of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Application In Synthesis of 6-Butoxybenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Antituberculous compounds. V. 2-Sulfanilamido-5-alkyl-1,3,4-oxadiazoles and -thiadiazoles and related isothiosemicarbazones and isothioureas was written by Brooks, J. D.;Charlton, P. T.;Macey, P. E.;Peak, D. A.;Short, W. F.. And the article was included in Journal of the Chemical Society in 1950.Application In Synthesis of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

This work arose out of the observation that 2-sulfanilamido-5-methyl-1,3,4-oxadiazole (I), although virtually inactive against organisms normally sensitive to sulfonamides, exhibited a highly sp. activity in vitro against Mycobacterium tuberculosis. N⁴-Acyl derivatives of I were prepared from the acid anhydride in C₆H₆ (hexanoyl, m. 203°) or with the acid chloride in C₅H₅N (dodecanoyl, m. 124°; stearoyl, m. 128-9°). I(2.5g.)in 15 cc. H₂O and 4cc. concentrated HCl, treated with 3.3 g. iodine monochloride in 3 cc. concentrated HCl, gives 3 g. 2-(3,5-diiodosulfanilamido)-5-methyl-1,3,4-oxadiazole, m. 228-9°. 1-Acylthiosemicarbazones were prepared with the appropriate acid anhydride at 80° and finally at 110-20°; 10 g. of the crude product and 3 mols. PbO, heated 15-30 hrs. in 150-200 cc. EtOH, give the 5-alkyl derivatives of 2-amino-1,3,4-oxadiazole: 5-Am, m. 151° (N-sulfanilyl derivative, m. 148-9°; N⁴-Ac derivative, m. 186°); 5-hendecyl, m. 150-1° (N-sulfanilyl derivative, m. 105-7°); 5-heptadecyl, m. 143° (N-sulfanilyl derivative, m. 91-3°). 2-(p-Tolylsulfonamido)-5-methyl-1,3,4-oxadiazole, m. 152°. 1-Hexanoylthiosemicarbazide (22 g.) and 30 g. PhSO₃H, heated 15 min. on the steam bath and the aqueous solution basified with NH₄OH, give 17 g. 2-amino-5-amyl-1,3,4-thiadiazole, m. 195°; 2-sulfanilamido analog, m. 182° (N⁴-Ac derivative, m. 201-2°). In view of the unfavorable in vivo properties of the above compounds, a series of 3-alkylisothiosemicarbazones (II) and 2-alkylisothioureas was prepared p-BuOC₆H₄NCS (III) (4.25 g.) in 6 cc. absolute EtOH, treated with 1.2 cc. 90% N₂H₄.H₂O in 1 cc. EtOH and the crude product refluxed 3 hrs. with 2.2 g. BzH in 60 cc. EtOH, gives 4.5 g. benzaldehyde 4-p-butoxyphenylthiosemicarbazone, pale yellow, m. 164-5°. The II were prepared from the corresponding thiosemicarbazones by alkylation with EtONa and the appropriate alkyl halide in EtOH. Acetone 3-ethylisothiosemicarbazone (IV) HCl salt m. 153-4°; 3.2 g. IV and 2.1 g. NaHCO₃ in 25 cc. 50% EtOH, treated with 5.13 g. p-AcNHC₆H₄SO₂Cl, give 0.67 g. of the 4-(N-acetylsulfanilyl) derivative (V), m. 183-4°; 0.17 g. V and 1 cc. 2.5 N NaOH, heated 1 hr. at 100°, give 0.14 g. of the 4-sulfanilyl derivative, m. 186-7°. Benzaldehyde 3-butylisothiosemicarbazone HCl salt, m. 185-6°; 3-octyl homolog HCl salt, m. 176°; 3-hexadecyl homolog HCl salt, m. 162-3°; 3-(2-diethylaminoethyl) analog di-HCl salt, m. 192°. Benzaldehyde 4-phenyl-3-ethylisothiosemicarbazone (VA), pale yellow m. 78°; the 3-(2-diethylaminoethyl) analog forms a reineckate, m., 166-7° (decomposition). 4-(p-Butoxyphenyl) analog of VA, m. 90°. p-1-Pyrrolidylbenzaldehyde 3-ethylisothiosemicarbazone HCl salt, reddish brown, m. 245° (decomposition). p-Dimethylaminobenzaldehyde 3-ethylisothiosemicarbazone di-HCl salt, yellow, m. 219-20° (decomposition); boiling EtOH gives the mono-HCl salt, red, m. 230-2°. 2-Nitrobenzaldehyde analog HCl salt m. 169.5-70.5°. The S-alkylisothioureas were prepared from the appropriate thiourea and alkyl halides in boiling EtOH: N-phenyl-S-ethyl (VI) (picrate, yellow, m. 199.5°); S-Bu homolog (picrate, yellow, m. 144°); S-octyl homolog (picrate, yellow, m. 130.5°). N-p-Butoxyphenyl analog of VI (picrate, yellow, m. 162-3°); S-Bu homolog, (HI salt, m. 109-10°); S-octyl homolog (HBr salt, m. 96-6.5°). The activities of the thiadiazoles and the thiosemicarbazones are entirely unrelated. The low activity of the S-alkylisothioureas in the serum precluded in vivo activity. 2-Mercaptobenzimidazole and EtI, refluxed 2 hrs. in EtOH, give the 2-ethylmercapto analog m. 173.5-4.5°. p-BuOC₆H₄NH₂ (8.25 g.) and 9.5 g. NH₄NCS in 50 cc. 95% AcOH, treated with 10 g. Br in 13 cc. AcOH and kept overnight, give 2.2 g. 2-amino-6-butoxybenzothiazole, m. 119°. 2-Chloro-6-nitrobenzothiazole (10 g.) in 250 cc. BuOH, refluxed 20 hrs. with 1.07 g. Na in 50 cc. BuOH, give 4.15 g. 6-nitro-2-butoxybenzothiazole (VII), m. 60°; 10 g. VII, added in portions to 32 g. SnCl₂.₂H₂O in 40 cc. concentrated HCl at 70-80° and finally refluxed 30 min., gives 2.5 g. x-chloro-6-amino-2-butoxybenzothiazole-2HCl, m. 268° (decomposition). In the preparation of 2-mercapto-4-phenyl-6-methylpyrimidine (VIII), the fraction insoluble in EtOH, dilute HCl, or NaOH is bis(4-phenyl-6-methyl-2-pyrimidyl) disulfide, yellow, m. 185.5-6°; it results on oxidation of VIII in dilute NaOH with aqueous iodine. The appropriate S-alkylisothiourea-HX in 1 equivalent 2.5 N NaOH, treated with 1 mol. crude Et sodioformylpropionate, gives a 4-hydroxy-2-alkylmercapto-5-methylpyrimidine; with PCl₅ and POCl₃ (refluxed 45 min.) they give the 4-Cl compounds; these give the 4-NH₂ compounds when heated 6-8 hrs. with 8-10 parts (by weight) 10% EtOH-NH₃ at 135-50°. The following pyrimidines are reported: 2-methylmercapto-4-phenyl-6-methyl, b₁ 154-60°; 4-hydroxy-2-butylmercapto-5-methyl, m. 105-6°; 2-octylmercapto analog, m. 88-9°; 4-chloro-2-methylmercapto-6-methyl, b₁₅ 132°, m. 20-3°; 4-chloro-2-butylmercapto-5-methyl, b₁ 124-6°; octylmercapto homolog, b₂ 144-8°; 4-amino-2-methylmercapto-5-methyl, m. 130-1°; butylmercapto homolog, m. 85-6°; octylmercapto homolog, m. 85-6°. In no case were the compounds active at a dilution greater than 1:1000 in the presence of serum. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Application In Synthesis of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1).Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application In Synthesis of 6-Butoxybenzo[d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Syntheses of heterocyclic compounds of nitrogen. CV. Benzothiazole derivatives. 9 was written by Takahashi, Torizo;Okada, Jutaro;Yamamoto, Yasuo. And the article was included in Yakugaku Zasshi in 1957.Category: thiazole The following contents are mentioned in the article:

A mixture of 12 g. 3-ClC₆H₄NH₂, 15 g. NH₄SCN, and 75 ml. AcOH at 5° treated dropwise with 16 g. Br in 32 g. AcOH, the product diluted with 4 volumes H₂O, neutralized with Na₂CO₃, the precipitate filtered off, taken up in 10% HCl, the HCl layer made alk. with NH₄OH, and the product recrystallized from C₆H₆ gave 6 g. 3,4-Cl(NCS)C₆H₃NH₂ (I), columns, m. 75°. Or, reducing 0.6 g. 3,4-Cl(NCS)C₆H₃NO₂ in 6 ml. concentrated HCl with 6 g. SnCl₂.2H₂O, suspending the precipitate in H₂O, alkalinizing with NaOH, and extracting with Et₂O gave C₆H₆-soluble I and C₆H₆-insoluble [2,4-Cl(H₂N)C₆H₃]₂S₂, m. 136-8°. 3-ClC₆H₄NHCSNH₂ (50 g.) in 150 ml. CHCl₃ treated dropwise with 44 g. Br in 30 ml. CHCl₃, heated 1 hr. on an H₂O bath, the solvent removed, the residue in 800 ml. H₂O and 5 ml. 48% HBr treated with a small amount of Na₂SO₃, made alk. with Na₂CO₃, and the precipitate recrystallized from dilute EtOH gave 28 g. 2-amino-5-chlorobenzothiazole (II), needles, m. 198°; the filtrate from II made alk. with K₂CO₃ and the precipitate recrystallized from dilute EtOH gave 16.5 g. 7-Cl analog (III) of II, needles, m. 145-50°. Or, the reduction of 0.6 g. 5,2-Cl(NCS)C₆H₃NO₂ with 6 g. SnCl₂.2H₂O gave 0.4 g. II, m. 196-8°. A mixture of 1 mole RC₆H₃.S.C(NH₂):N [R = 6-MeO (IIIA), 6-EtO (IV), 6-BuO (V), 4-Cl (VI), 5-Cl (VII), or 6-Cl (VIII)] (2 moles used in the case of III) in CHCl₃, 1 mole C₅H₅N (no addition in the case of III), and 1 mole 2-bromoacyl bromide or (ClCH₂CO)₂O heated 0.5-1 hr. on an H₂O bath, the solvent removed, and the product recrystallized from solvent gave RC₆CH₃.S.C(NHCOCHXR¹):N (IX) (R, R¹, X, and m.p. given): IIIA, H, Br, 164-5°; III, Me, Br, 148°; III, Et, Br, 123°; III, Me₂CH, Br, 128-8.5°; IV, H, Cl, 181°; IV, Me, Br, 145°; IV, Et, Br, 139°; IV, Me₂CH, Br, 115°; V, H, Br, 162-3°; V, Me, Br, 122°; V, Et, Br, 99-100°; V, Me₂CH, Br, 129°; VI, Me, Br, 152°; VII, H, Br, 178°; VII, Me, Br, 160°; VII, Et, Br, 182-3°; VII, Me₂CH, Br, 156-7°; VIII, H, Cl, 218°; VIII, Me, Br, 149°; VIII, Et, Br, 146°; VIII, Me₂CH, Br, 150°. A mixture of 1 mole IX and a C₆H₆ solution containing more than 2 moles Me₂NH in a sealed tube heated 1 hr. at 100°, kept overnight, and the solvent removed gave RC₆H₃.S.C(NHCOCHR¹NMe₂):N (X) (R, R¹, and m.p. given): III, H, 113-14°; III, Me, 113°; IV, H, 126° (as HCl salt); IV, Me, 178° (picrate); IV, Et, 91°; V, H, 96-7°; V, Me, 76-7°; VI, Me, 106-7°; VII, H, 144-5°; VII, Me, 163-4°; VII, Et, 120-1°; VIII, H, 136°; VIII, Me, 255° (decomposition) (as HCl salt); VIII, Et, 260° (decomposition) (as HCl salt). This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Category: thiazole).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Category: thiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica