Tag: 200-300

5-Aminobenzothiazole was written by Spieler, I.;Prijs, B.. And the article was included in Helvetica Chimica Acta in 1950.Electric Literature of C7H4N2O2S2 This article mentions the following:

5-Aminobenzothiazole (I) was synthesized as the HCl salt and tested for its tuberculostatic effect. 2,5-Cl(O₂N)C₆H₃NH₂ (1 g.) was refluxed 2 hrs. with 10 ml. 85% HCHO and poured into water, precipitating 0.62 g. 2,5-Cl(O₂N)C₆H₃NHCHO (II), colorless needles, m. 179-80° (from alc.). 2,4-(O₂N)₂C₆H₃Cl (20 g.) in 40 ml. alc. was treated with 66 g. NaSH solution dropwise, stirred 1 hr., and refluxed; chilling, adding 10 g. CS₂, heating to 60-70°, and refluxing 1 hr. precipitated a resinous material which was steam-distilled to remove CS₂, filtered, and the filtrate acidified with HOAc to give 2-mercapto-5-nitrobenzothiazole (III), precipitated from NH₃ solution by HOAc in yellow crystals, m. 223° (from PhNH₂). m-O₂NC₆H₄NH₂ (5.5 g.), purified by precipitation from alc. with water, was treated in 30 ml. glacial HOAc with 6.4 g. Br, and the solution stirred, chilled with ice, and allowed to stand 2 hrs.; the HBr salt of the amine soon separated, and was filtered, dried, neutralized with NH₃ water, and washed with water to give 4 g. 2,5-Br(O₂N)C₆H₃NH₂ (IV), m. 140° (from alc.). IV (3 g.) refluxed with 30 ml. 85% HCHO 3 hrs. on the water bath and poured into water precipitated 2.1 g. 2,5-Br(O₂N)C₆H₃NHCHO (V), m. 191° (from alc.-water). To III in alc.-glacial HOAc (1:1) was added several drops 30% H₂O₂ with chilling; after 30 min. addition of an excess of water and ice precipitated 5-nitrobenzothiazole (VI), m. 158-9° (from alc.-water). III treated with KMnO₄ and dilute H₂SO₄ for 15 min. at 30-35° likewise gave VI. II (1 g.) dissolved in 20 ml. alc. on the steam bath and refluxed with 500 g. Na₂S 2-3 hrs. gave a deep red solution; the alc. was distilled off, the residue filtered, and the filtrate precipitated with dilute HCl to give 200 mg. yellow VI, m. 60-1°; 5 g. V similarly gave 2.1 g. VI. VI (1 g.) was reduced by treating it with excess SnCl₂ in concentrated HCl, adding some Sn, and warming 0.5 hr. on a steam bath; chilling precipitated the white Sn double salt of I, m. about 210°, 5 g. of which was dissolved in 50 ml. warm water, saturated with H₂S, filtered, washed, the filtrate taken to dryness, and the residue crystallized from a little water with dilute HCl to give 1.8 g. I.HCl, m. about 210°. I.HCl (3 g.) refluxed 45 min. with 2 g. molten KOAc and 12 g. Ac₂O on the steam bath, then allowed to stand 1 day, taken to dryness in vacuo, the residue extracted with absolute alc., the solution again concentrated, the residue again extracted with absolute alc., the extract filtered, concentrated, and the residue recrystallized from alc.-water gave 5-acetamidobenzothiazole, m. 188-9°. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Electric Literature of C7H4N2O2S2).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) 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.Electric Literature of C7H4N2O2S2

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

Azole derivatives as histamine H₃ receptor antagonists, Part I: Thiazol-2-yl ethers was written by Walter, M.;von Coburg, Y.;Isensee, K.;Sander, K.;Ligneau, X.;Camelin, J.-C.;Schwartz, J.-C.;Stark, H.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Safety of 4,5-Diphenylthiazol-2-amine This article mentions the following:

Most human histamine H₃ receptor (hH₃R) antagonists follow a general structural blueprint, containing a basic moiety linked by a spacer to a substituted core element. In this investigation the acceptance of thiazol-2-yl ether moieties in the core region is proved with some ether derivatives showing hH₃R binding affinities in the nanomolar concentration range. A diversity of structural motifs is used as substituents to enhance the in vitro hH₃R binding affinity. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Safety of 4,5-Diphenylthiazol-2-amine).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Safety of 4,5-Diphenylthiazol-2-amine

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

Studies on pyrethroids. I. Synthesis of some new analogs of sumicidin was written by Xu, Hansheng;Liu, Xiufang;Yu, Tianxiang;Yu, Zhifu;Xie, Xiaotian;Zou, Zhenfu;Zhou, Minyi;Cheng, Hao;Zhang, Baixin. And the article was included in Wuhan Daxue Xuebao, Ziran Kexueban in 1987.Recommanded Product: 5-Nitrobenzothiazole-2-thiol This article mentions the following:

Title compounds I (R = e.g. benzothiazolyloxy, benzothiazolylthio, phthalimidomethoxy) (20 compounds) were prepared by esterification of 4-ClC₆H₄CH(CHMe₃)COCl with RH. I showed insecticidal and acaricidal activities. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Recommanded Product: 5-Nitrobenzothiazole-2-thiol).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Recommanded Product: 5-Nitrobenzothiazole-2-thiol

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

Synthesis and study of 2-substituted alkyl or aryl amino benzothiazoles as antituberculosis agents was written by Khadse, B. G.;Patel, Madhuben R.;Lokhande, S. R.. And the article was included in Bulletin of Haffkine Institute in 1979.Related Products of 1843-21-6 This article mentions the following:

2-Aminothiophenol condensed with substituted aryl or alkyl isothiocynanates in a nonpolar solvent at higher temperature to obtain 2-alkyl or substituted aryl aminobenzoles. These were screened for in vitro antituberculosis activity. Eight out of 24 compounds inhibited the growth of H 37 Rv strain of Mycobacterium tuberculosis at concentration 3.12 μg/mL. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Related Products of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Related Products of 1843-21-6

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

Growth competition between Microcystis aeruginosa and Quadrigula chodatii under controlled conditions was written by Zhang, Ping;Zhai, Chunmei;Wang, Xiaoxian;Liu, Changhong;Jiang, Jihong;Xue, Yarong. And the article was included in Journal of Applied Phycology in 2013.Synthetic Route of C13H10N2S This article mentions the following:

Cyanobacteria are the dominant bloom-forming species in Lake Taihu. Understanding the competition among algae is important to control strategies for bloom formation and outbreaks in freshwater ecosystems. In this study, we demonstrate that the cyanobacterium Microcystis aeruginosa PCC7820 and the green alga Quadrigula chodatii FACHB-1080 exhibit a strong competitive inhibitory relationship under co-culture conditions, with the latter strain inhibiting the former. Several factors influence the competitive relationship between the two species, including nutrition, temperature, and organic/inorganic compounds Q. chodatii strongly inhibited M. aeruginosa growth through the inhibition of nitrogen utilization during co-culture. Temperature was also an influential determinant of the competition capacity between the two species under eutrophic conditions: at lower temperatures (15 °C), M. aeruginosa grew better than Q. chodatii, but the difference was not significant (p > 0.05), whereas at higher temperatures (25 °C, 35 °C), Q. chodatii grew significantly better than M. aeruginosa (p < 0.05). Furthermore, the Q. chodatii filtrate strongly inhibited the growth of M. aeruginosa. An anal. of the crude extracts of the algae culture filtrates from uni- and co-cultures using gas chromatog. mass spectrometry (GC/MS) indicated that algal metabolites, such as di-Bu phthalate and beta-sitosterol, might play a key role in the competition between algae. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Synthetic Route of C13H10N2S).

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. 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.Synthetic Route of C13H10N2S

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

Cyclization products from amino-substituted Bunte salts was written by Caldwell, J. B.;Milligan, Brian;Swan, J. M.. And the article was included in Journal of the Chemical Society in 1963.Electric Literature of C13H10N2S This article mentions the following:

PhNCS (I) (14 g.) 8.0 g. H₂NCH₂CH₂SSO₃H (Ia), and 100 ml. 50% aqueous C₅H₅N stirred vigorously 1.5 hrs., the pH maintained at 9 by the addition of 10% NaOH, the whole evaporated in vacuo, and the residue extracted with boiling EtOH gave 9.0 g. PhNHCSNHCH₂CH₂SSO₃Na (II), m. 177° (decomposition). To 2.75 g. II in 25 ml. H₂O at 0° was added 25 ml. 10N HCl, the whole swept 1 hr. with N, and the pH adjusted to 7 to give 3-anilino-5,6-dihydro-1,2,4-dithiazine (III); picrate m. 195-9° (decomposition). Similarly, I and o-H₂NC₆H₄SSO₃H (IV) gave 76% IVa (R = H, R¹ = PhNH), m. 160° (C₆H₆); I and 2,5-H₂N(Me₂N)C₆H₃SSO₃H (V) gave 51% IVa (R = Me₂N, R¹ = PhNH), m. 173°; MeNCS (VI) and IV gave 56% IVa (R = H, R¹ = MeNH), m. 139-40° (CCl₄); VI and V gave 65% IVa (R = Me₂N, R¹ = MeNH), m. 148-50° (petr. ether). IV (1 g.), 5 ml. CS₂, and 20 ml. 1:1 C₅H₅N-5% aqueous Na₂CO₃ refluxed 0.5 hr. gave 80% IVa (R = H, R¹ = SH), m. 181°; V and CS₂ gave IVa (R = Me₂N, R¹ = SH), m. 234°; and Ia and CS₂ gave 2-thiazoline-2-thiol, m. 105-6°. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Electric Literature of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.Electric Literature of C13H10N2S

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

Synthesis and properties of 2-acetamino-4,5-di(p-nitrophenyl)thiazole and 2-amino-4,5-di(p-nitrophenyl)thiazole was written by Chang, Junli;Zhao, Lei;Sun, Junmei;Wang, Shimin;Chen, Zuxing;Zhang, Ganbing. And the article was included in Hubei Daxue Xuebao, Ziran Kexueban in 1999.Reference of 6318-74-7 This article mentions the following:

In order to resolve the problem of the bad clarity and low deposit temperature of the organic nonlinear optical mol., 2-acetamino-4,5-di(p-nitrophenyl)thiazole and 2-amino-4,5-di(p-nitrophenyl)thiazole were designed and synthesized. The thermal and optical properties of them were analyzed. It was found that the clarity and deposit temperature of them were much better. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Reference of 6318-74-7).

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. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Reference of 6318-74-7

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

Partial reduction of 1-substituted 2,4-dinitrobenzenes was written by Schulze, Juergen;Tanneberg, Hartmut;Matschiner, Hermann. And the article was included in Zeitschrift fuer Chemie in 1980.COA of Formula: C7H4N2O2S2 This article mentions the following:

Refluxing 2,4-(O₂N)₂C₆H₃R (R = NHCN, NHCONH₂, SCN, S₂CNMe₂) with Fe and HOAc 5-10 min. gave 55-88% I (X = NH, R¹ = NH₂, OH; X = S, R¹ = NH₂, SH). In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0COA of Formula: C7H4N2O2S2).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) 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 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.COA of Formula: C7H4N2O2S2

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

Liquid chromatography-mass spectrometry for the identification of minor components in benzothiazole derivatives was written by Niessen, W. M. A.;McCarney, C. C.;Moult, P. E. G.;Tjaden, U. R.;van der Greef, J.. And the article was included in Journal of Chromatography in 1993.Category: thiazole This article mentions the following:

Various mass spectrometric techniques were explored for their ability to detect and identify minor components in benzothiazole-derived compounds, namely gas chromatog.-mass spectrometry, liquid chromatog.-mass spectrometry using a moving-belt, a thermospray and a particle-beam interface and liquid chromatog.-tandem mass spectrometry in combination with a thermospray interface. The necessary changes in the liquid chromatog. solvent systems were accomplished by translation of gradient runs into a series of isocratic runs, and a UV photodiode-array detector was used to trace the peaks. The methodol. developed and the advantages and limitations of the different techniques employed are discussed. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Category: thiazole).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Category: thiazole

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

Potassium iodide and ammonium nitrate catalyzed aerobic oxidative cyclization of ketones with thioureas in ionic liquid: an access to 2-aminothiazoles was written by Zhao, Jinwu;Xu, Jingxiu;Chen, Jiaxi;He, Minghua;Wang, Xiaoqin. And the article was included in Tetrahedron in 2015.Formula: C15H12N2S This article mentions the following:

An efficient procedure for the synthesis of 2-aminothiazoles via KI/NH₄NO₃-catalyzed oxidative cyclization of ketones and thioureas using mol. oxygen as a green oxidant is reported. Different ketones and thioureas went through the transformation and gave corresponding 2-aminothiazole heterocycles in satisfactory yields. E.g., in presence of KI/NH₄NO₃, H₂SO₄, and mol. oxygen in [Bmim]OTf/H₂O (4:1), oxidative cyclization of PhCOMe and H₂NCSNH₂ gave 95% 2-aminothiazole derivative (I). In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Formula: C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Formula: C15H12N2S

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