Tag: 200-300

Synthesis of styryl dyes: Part I – Condensation of 2-substituted N-phenacylthiazolium bromides with p-N,N-dimethylaminobenzaldehyde was written by Sharma, A.;Sarangi, B. K.;Behera, Rajani K.. And the article was included in Indian Journal of Chemistry in 1985.Recommanded Product: 4,5-Diphenylthiazol-2-amine This article mentions the following:

The phenacylthiazolium bromides I (R = H, Cl, O₂N; R¹ = Ph, β-naphthyl, R² = H; R¹ = R² = Ph; R¹R² = benzo), prepared from the corresponding 2-amino-4-phenylthiazole and phenacyl bromide, were condensed with p-Me₂NC₆H₄CHO to give the imidazothiazolium bromides II. 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. 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.Recommanded Product: 4,5-Diphenylthiazol-2-amine

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

Radical C-H ¹⁸F-difluoromethylation of heteroarenes with [¹⁸F]difluoromethyl heteroaryl-sulfones by visible light photoredox catalysis was written by Lemos, Agostinho Luis Pereira;Trump, Laura;Lallemand, Benedicte;Pasau, Patrick;Mercier, Joel;Lemaire, Christian;Monbaliu, Jean-Christophe;Genicot, Christophe;Luxen, Andre. And the article was included in Catalysts in 2020.Electric Literature of C7H4N2O2S2 This article mentions the following:

Six new [¹⁸F]difluoromethyl heteroaryl-sulfones ArSO₂CF[¹⁸F] [Ar = 5-methoxybenzothiazol-2-yl, N-methylbenzimidazol-2-yl, 1-phenyltetrazol-5-yl, etc.] were prepared and, based on overall radiochem. yields (RCYs), three of these reagents ArSO₂CF[¹⁸F] [6-methoxy-1,3-benzothiazol-2-yl, 6-nitro-1,3-benzothiazol-2-yl, 1-phenyltetrazol-5-yl] were selected for fully automated radiosynthesis on a FASTlab synthesizer (GE Healthcare) at high level of starting radioactivity. Subsequently, their efficiency as ¹⁸F-difluoromethylating reagents was evaluated using antiherpetic drug acyclovir as a model substrate. The results showed that introduction of mol. modifications in structure of previously reported ArSO₂CF[¹⁸F] [Ar = benzothiazol-2-yl] influenced amount of fac-Ir^III(ppy)₃ and residence time needed to ensure a complete C-H ¹⁸F-difluoromethylation process. The photocatalytic C-H ¹⁸F-difluoromethylation reaction with selected reagents was extended to other heteroarenes. Radical-trapping experiments demonstrated likely involvement of radical species in C-H ¹⁸F-difluoromethylation process. 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. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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.Electric Literature of C7H4N2O2S2

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

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