Tag: 200-300

Reactions of new nitroethane derivatives; formation of new 1,5-benzothiazepines and benzothiazoles III was written by Bercin, Erdogan;Uysal-Gokce, Mehtap;Noyanalpan, Ningur. And the article was included in Journal of Faculty of Pharmacy of Gazi University in 1996.SDS of cas: 1843-21-6 This article mentions the following:

The reactions of [(aminophenyl)thio]phenylnitroethane derivatives, 2-NH₂C₆H₄SCH(CH₂NO₂)C₆H₄R (2; R = H, Me) with isothiocyanates and benzaldehydes were studied. The reaction of 2 with isothiocyanates, R¹NCS (R¹ = Ph, 4-ClC₆H₄) gave 2-anilinobenzothiazoles I. Depending on the reaction temperature, 2 reacted with benzaldehydes (4-R¹C₆H₄CHO, R¹ = H, Cl, OMe, OEt) to give either 2-phenylbenzothiazole derivative II or 1,5-benzothiazepines III (R = H, Me, R¹ = H). In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6SDS of cas: 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.SDS of cas: 1843-21-6

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

Thiazole based novel functional colorants: Synthesis, characterization and nonlinear optical studies using picosecond Z-scan technique was written by Singh, Balvant Shyam;Lobo, Hyacintha Rennet;Krishna Podagatlapalli, G.;Venugopal Rao, S.;Shankarling, Ganapati Subray. And the article was included in Optical Materials (Amsterdam, Netherlands) in 2013.Synthetic Route of C15H12N2S This article mentions the following:

Organic push-pull chromophoric system containing thiazole Schiff bases were synthesized from aminothiazole intermediate. These novel chromophores possessed excellent thermal and optical properties with complete transparency in the visible spectral region. Thermogravimetric anal. revealed that all dyes were thermally stable at temperatures above 300 °C. The third-order nonlinear optical studies, performed using the Z-scan technique with ∼2 ps pulses, revealed excellent three photon absorption coefficients/cross-sections combined with reasonably high values of nonlinear refractive index (n₂). The solute n₂ was of opposite sign compared to that of solvents. To the best of our knowledge, this is the first report of three-photon absorption studies in Schiff base compounds In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Synthetic Route of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Synthetic Route of C15H12N2S

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

Heteroaromatic N-oxide. X. Synthesis and reactions of benzothiazole 3-oxide was written by Takahashi, Shiro;Hashimoto, Shinichiro;Kano, Hideo. And the article was included in Chemical & Pharmaceutical Bulletin in 1970.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Benzothiazole 3-oxide (I) was synthesized from its 2-Me derivative, via the corresponding aldoxime, carbonitrile, imido ester and carboxylic acid. The reactions of I: deoxygenation, reactions with various nucleophilic agents (tosyl chloride, Ac2O, PhMgBr, NaHSO3, N2H4.H2O and KCN-BzCl) involving some 1,3-dipolarophiles (benzyne, PhNCO and tetracyanoethylene), and quaternizations were investigated and compared with those of the corresponding imidazole N-oxide. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Name: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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.Name: N-Phenylbenzo[d]thiazol-2-amine

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

Fungicidal activities and mass spectral studies of some Schiff bases derived from p-hydroxybenzaldehyde and their derivatives was written by Dash, B.;Mahapatra, P. K.;Panda, D.;Pattnaik, J. M. Mrs.. And the article was included in Journal of the Indian Chemical Society in 1984.Electric Literature of C15H12N2S This article mentions the following:

A new series of Schiff bases were prepared Condensation of 2-aminothiazoles and -benzothiazoles with p-HOC₆H₄CHO gave I [R = H, R¹ = aryl, R² = H, aryl, R²R² = (un)substituted CH:CHCH:CH]. Chloroacetylation of I (R = H) followed by substitution with morpholine and piperidine gave I (R = morpholinoacetyl, piperidinoacetyl). Cycloaddition of I (R = H) with HSCH₂CO₂H yielded thiazolidinone derivatives II. I and II have satisfactory fungicidal activity against Curvularia at 500 ppm. The mass spectra of I (R = H) were discussed. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Electric Literature of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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 C15H12N2S

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

Applications of Snyder’s theory on linear adsorption chromatography to heterocyclic compounds. I. Influence of the polar and steric effects of various substituents on the adsorption energy of thiazoles on alumina was written by Vernin, Gaston;Vernin, G. Mrs.. And the article was included in Journal of Chromatography in 1970.HPLC of Formula: 6318-74-7 This article mentions the following:

The Snyder theory of linear adsorption chromatog., that was applied to on e hundred thiazole derivatives, made it possible to determine exptl. the adsorption energies of the compounds and to compare these with the adsorption energies calculated by means of fixed tables. In a study on thiazoles containing one or two alkyl groups, this comparison made it possible to determine the variations in adsorption energy of the N atom of the ring due to the polarization effects and to the steric effects induced by the alkyl groups and to relate these effects to the constant relations which exist between the polarization and steric effects of the substituents. A similar investigation was made on 4-aryl thiazoles with various substituents in the 2-position. In this case variations in the adsorption energy of the mols. due to the polarization effects of the groups substituted para to the phenyl group with respect to the substituents in the 2-position were studied, and the mutual electronic interactions between the various groups were determined In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7HPLC of Formula: 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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. 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.HPLC of Formula: 6318-74-7

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

Synthesis and biological evaluation of alkyl, alkoxy, alkylthio, or amino-substituted 2,3-dihydro-1,5-benzothiazepin-4(5H)-ones was written by Inoue, Hirozumi;Konda, Mikihiko;Hashiyama, Tomiki;Otsuka, Hisao;Watanabe, Akishige;Gaino, Mitsunori;Takahashi, Kaoru;Date, Tadamasa;Okamura, Kimio;Takeda, Mikio;Narita, Hiroshi;Murata, Sakae;Odawara, Akio;Sasaki, Haruhiko;Nagao, Taku. And the article was included in Chemical & Pharmaceutical Bulletin in 1997.Quality Control of 5,6-Dimethoxybenzo[d]thiazol-2-amine This article mentions the following:

2,3-Dihydro-1,5-benzothiazepin-4(5H)-ones,e.g., I (R¹ = 6-, 7-, 8-Me, 7-CF₃, 7-OMe, etc., R² = OMe, OCF₃, Me, etc.), substituted with an alkyl, alkoxy, alkylthio, hydroxy, or amino group on the fused benzene ring of the 1,5-benzothiazepine skeleton were synthesized and their vasodilating, antihypertensive, and platelet aggregation-inhibitory activities were investigated. (-)-Cis-3-Acetoxy-5-[2-(dimethylamino)ethyl]-2,3-dihydro-8-methyl-2-(4-m ethylphenyl)-1,5-benzothiazepin-4(5H)-one was selected for further studies as a potent inhibitor of platelet aggregation. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Quality Control of 5,6-Dimethoxybenzo[d]thiazol-2-amine).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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.Quality Control of 5,6-Dimethoxybenzo[d]thiazol-2-amine

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

Water-Promoted Chlorination of 2-Mercaptobenzothiazoles was written by Wimmer, Laurin;Parmentier, Michael;Riss, Bernard;Kapferer, Tobias;Ye, Chao;Li, Lei;Kim, Hongyong;Li, Jialiang. And the article was included in Synthesis in 2018.Synthetic Route of C7H3BrClNS This article mentions the following:

The substituted 2-mercaptobenzothiazoles were prepared (by reaction of 2-haloanilines and potassium o-Et carbonodithioate) and underwent chlorination using sulfuryl chloride/water so as to yield 2-chlorobenzothiazoles such as I [X = C, N; R = H, 6-Me, 7-Cl, etc.]. This straightforward and widely used reaction was impeded due to the poor reproducibility and low reaction yields. In this protocol, it was reported that the simple addition of water to the reaction lead to remarkable improvements in reaction efficiency because of the formation of acid through partial hydrolysis of sulfuryl chloride. The observations of improved yields were also obtained in the presence of some anhydrous acidic additives, but the simple combination of sulfuryl chloride and water reproducibly provided excellent yields for a range of chlorinated products I. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4Synthetic Route of C7H3BrClNS).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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.Synthetic Route of C7H3BrClNS

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

Sodium Hydroxide Catalyzed N-Alkylation of (Hetero) Aromatic Primary Amines and N₁,C₅-Dialkylation of 4-Phenyl-2-aminothiazoles with Benzyl Alcohols was written by Donthiri, Ramachandra Reddy;Pappula, Venkatanarayana;Chandra Mohan, Darapaneni;Gaywala, Hiren H.;Adimurthy, Subbarayappa. And the article was included in Journal of Organic Chemistry in 2013.Recommanded Product: 4,5-Diphenylthiazol-2-amine This article mentions the following:

In the presence of a catalytic amount of NaOH, the selective N-alkylation of various heteroaromatic primary amines is reported. E.g., in presence of NaOH in toluene, N-alkylation of 2-aminobenzothiazole with 4-ClC₆H₄CH₂OH gave 93% I. With 1 equiv of NaOH, N₁,C₅-dialkylation of 4-phenyl-2-aminothiazoles has been investigated. Reaction of in situ generated aldehyde with amine yields the N-alkylated and N₁,C₅-dialkylated products through hydride ion transformation from alc. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 4,5-Diphenylthiazol-2-amine).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Recommanded Product: 4,5-Diphenylthiazol-2-amine

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

Second Generation Tetrahydroquinoline-Based Protein Farnesyltransferase Inhibitors as Antimalarials was written by Bendale, Pravin;Olepu, Srinivas;Suryadevara, Praveen Kumar;Bulbule, Vivek;Rivas, Kasey;Nallan, Laxman;Smart, Brian;Yokoyama, Kohei;Ankala, Sudha;Pendyala, Prakash Rao;Floyd, David;Lombardo, Louis J.;Williams, David K.;Buckner, Frederick S.;Chakrabarti, Debopam;Verlinde, Christophe L. M. J.;Van Voorhis, Wesley C.;Gelb, Michael H.. And the article was included in Journal of Medicinal Chemistry in 2007.Safety of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride This article mentions the following:

Substituted tetrahydroquinolines (THQs) have been previously identified as inhibitors of mammalian protein farnesyltransferase (PFT). Previously it was shown that blocking PFT in the malaria parasite led to cell death and that THQ-based inhibitors are the most potent among several structural classes of PFT inhibitors (PFTIs). THQ-based PFTIs, e.g., I, were synthesized and several compounds were discovered that inhibit the malarial enzyme in the sub- to low-nanomolar range and that block the growth of the parasite (P. falciparum) in the low-nanomolar range. This body of structure-activity data can be rationalized in most cases by consideration of the X-ray structure of one of the THQs bound to mammalian PFT together with a homol. structural model of the malarial enzyme. The results of this study provide the basis for selection of antimalarial PFTIs for further evaluation in preclin. drug discovery assays. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Safety of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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 2-Acetamido-4-methylthiazole-5-sulfonyl chloride

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

Highly Reactive, General and Long-Lived Catalysts for Palladium-Catalyzed Amination of Heteroaryl and Aryl Chlorides, Bromides, and Iodides: Scope and Structure-Activity Relationships was written by Shen, Qilong;Ogata, Tokutaro;Hartwig, John F.. And the article was included in Journal of the American Chemical Society in 2008.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The authors describe a systematic study of the scope and relation between ligand structure and activity for a highly efficient and selective class of catalysts containing sterically hindered chelating alkylphosphines for the amination of heteroaryl and aryl chlorides, bromides, and iodides. In the presence of this catalyst, aryl and heteroaryl chlorides, bromides, and iodides react with many primary amines in high yields with part-per-million quantities of palladium precursor and ligand. Many reactions of primary amines with both heteroaryl and aryl chlorides, bromides, and iodides occur to completion with 0.0005-0.05 mol % catalyst. A comparison of the reactivity of this catalyst for the coupling of primary amines at these loadings is made with catalysts generated from hindered monophosphines and carbenes, and these data illustrate the benefits of chelation. Studies on structural variants of the most active catalyst indicate that a rigid backbone in the bidentate structure, strong electron donation, and severe hindrance all contribute to its high reactivity. Thus, these complexes constitute a fourth-generation catalyst for the amination of aryl halides, whose activity complements catalysts based on monophosphines and carbenes. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Name: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. 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.Name: N-Phenylbenzo[d]thiazol-2-amine

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