Month: December 2022

Banzothiazole derivatives. II. Reaction of 2-benzothiazolesulfonic acid with nitrogen bases was written by Davidenkov, L. R.;Porai-Koshits, B. A.. And the article was included in Obshcheǐ Khim. in 1956.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Heating 6 g. 2-benzothiazolesulfonate (I) with 35 ml. 25% NH₄OH in sealed tube 4 hrs. at 125° gave 65-70% 2-aminobenzothiazole, m. 128° (picrate, m. 265°). I (4 g.) and 4 g. MeNH₂.HCl, in 30 ml. H₂O neutralized with 2.6 g. Na₂CO₃ heated in sealed tube 3 hrs. at 120° gave 90-5% crude 2-methylaminobenzothiazole, m. 138° (from dilute EtOH). Similarly, 5 g. Me₂NH.HCl, 3.4 g. Na₂CO₃, 6 g. I, and 30 ml. H₂O 3 hrs. at 130° gave 85-90% 2-dimethylaminobenzothiazole, m. 87° (best purified by distillation). I heated with PhNH₂ in H₂O 3 hrs. at 130° gave 65-70% 2-anilinobenzothiazole, m. 158°. To 10 g. N₂H₄.2HCl in 40 ml. H₂O was added 10 g. Na₂CO₃ and 10 g. I; after 30-40 min. on a steam bath there was formed 90-5% 2-hydrazinobenzothiazole (II), m. 197°. I (12 g.) added to a hot solution of 10.6 g. semicarbazide HCl salt, 50 ml. H₂O, and 4 g. Na₂CO₃ and refluxed 0.5 hr. gave 75-80% 2-benzothiazolylsemicarbazide, m. 217° (from EtOH), which was oxidized with aqueous KMnO₄ in dilute H₂SO₄ to 70-5% amide of benzothiazoleazocarboxylic acid, m. 178° (from AcOH). I heated with PhNHNH₂ in H₂O 2-3 hrs. on a steam bath gave 70-5% 2-phenylhydrazobenzothiazole, m. 227° (the yield is higher if the reaction is run at 130°); this refluxed in EtOH with HgO 10-15 min. gave 75-80% 2-phenylazobenzothiazole, orange, m. 142° (from dilute AcOH). Heating 4 g. II with 6 g. I in 25 ml. H₂O 3 hrs. at 150° in a sealed tube and treating the separated product with dilute HCl gave 30-5% 2,2′-hydrazo-benzothiazole, needles, which on heating change to azobenzo-thiazole; the product is best purified by crystallization from PhNH₂ and washing with C₆H₆. Refluxed with HgO in PhCl 5-10 min., it gave red 2,2′-azobenzothiazole, m. 294° (from PhCl); its alc. solution with KOH is green, restored to the original color by dilution with H₂O. 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 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.Name: N-Phenylbenzo[d]thiazol-2-amine

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

A rat model of chemical-induced polycystic kidney disease with multistage tumors was written by Ito, Fumio;Toma, Hiroshi;Yamaguchi, Yutaka;Nakazawa, Hayakazu;Onitsuka, Shiro;Hashimoto, Yasunobu. And the article was included in Nephron in 1998.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

The effect was examined of N-nitrosomorpholine (NNM) in rats bearing diphenylthiazole (DPT)-induced renal cysts. Sprague-Dawley rats were divided into 4 groups: DPT/NNM, DPT, NNM, and nontreated groups. DPT was administered throughout the exptl. period and NNM was given from wk 4-7 after the start of the experiment At wk 39-48, multiple cystic changes were observed in all the DPT-treated rats in DPT and DPT/NNM groups and were absent in almost all other rats. Solid adenomatous lesions were observed in 77.7% rats in the DPT/NNM and in 30% rats in the NNM group. Cystic adenomatous lesions were found in 44.4% in the DPT/NNM group exclusively. Combined DPT and NNM administration to rats produced an animal model showing neoplastic changes in renal cysts resembling microscopically renal cancer lesions in human acquired cystic disease of the kidney (on hematoxylin and eosin staining). In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application In Synthesis of 4,5-Diphenylthiazol-2-amine).

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.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 4,5-Diphenylthiazol-2-amine

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

A Synthesis of Benzothiazoles and Indoles by Direct C(sp²)-I Activation Catalyzed by Copper(II) on Silica-Coated Magnetite Nanoparticles was written by Moghadam, Faeze Kiani;Jarrah, Najmeh;Mashayekh-Salehi, Ali;Ghanbaripour, Rashid. And the article was included in Synlett in 2016.Computed Properties of C13H10N2S This article mentions the following:

N-Substituted 2-amino-1,3-benzothiazoles and 2,3-disubstituted indoles were prepared by C-S and C-C cross-coupling reactions of 2-iodoanilines with isothiocyanates or 1,3-dicarbonyl compounds, resp., in the presence of magnetic nanoparticles functionalized with a copper(II)-Schiff base complex as an efficient and reusable catalyst. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Computed Properties of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Computed Properties of C13H10N2S

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

Synthesis and properties of novel NLO molecules with structure of thiazole and Schiff base was written by Ren, Jun;Wang, Shi-Min;Wu, Li-Fang;Fang, Zhang-Jian;Wu, Jie;Xu, Zu-Xun. And the article was included in Yingyong Huaxue in 2008.SDS of cas: 6318-74-7 This article mentions the following:

Four new second-order nonlinear optical (NLO) mols. derivated from thiazole and containing the structure of Schiff base were synthesized. These target mols. were confirmed by IR, UV, NMR and elemental anal., and 2nd-order polarizability of those mols. were determined by a solvatochromic method. The structure of a five-membered heterocyclic ring and Schiff base improved the thermally stability and transparency, and the nonsym. conformation of thiazloe could link many donors and acceptors and thus improves the β value. Exptl. results show that the maximum absorption wavelength was 350 ∼ 415 nm, the decomposition temperature was about 300°C, and the β value was 1 × 10^-30 esu, indicating a good nonlinearity-transparency-thermally stable comprehensive optimization has been achieved. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7SDS of cas: 6318-74-7).

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

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

Study on electron-impact fragmentation of benzothiazole derivatives was written by Claude, Saturnin;Tabacchi, Raffaele;Duc, Laurent;Fuchs, Rudolf;Boosen, Karl-Josef. And the article was included in Helvetica Chimica Acta in 1980.Related Products of 1843-21-6 This article mentions the following:

The mass spectra of 18 title compounds, all thermodn. stable, show intense mol. ions whose fragmentations are substituent dependent; the substituent is rarely lost in the initial fragmentations. β-Cleavage, with respect to the heterocyclic double bond, is often observed 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. 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. 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.Related Products of 1843-21-6

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

Room-Temperature Ligand-Free Pd/C-Catalyzed C-S Bond Formation: Synthesis of 2-Substituted Benzothiazoles was written by Cheng, Yannan;Peng, Qian;Fan, Weigang;Li, Pixu. And the article was included in Journal of Organic Chemistry in 2014.Electric Literature of C13H10N2S This article mentions the following:

The synthesis of 2-substituted benzothiazoles has been achieved via cyclization of o-iodothiobenzanilide derivatives using Pd/C as the catalyst at room temperature The protocol is ligand-free, additive-free, and high-yielding and involves very mild conditions. 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. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. 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 of 5-arylthiazole derivatives by a ring closure of thioformamido ketones was written by Ohta, Masaki. And the article was included in Yakugaku Zasshi in 1951.Recommanded Product: 1826-13-7 This article mentions the following:

KOH (23 g.) in 80 mL. MeOH is divided into 2 portions, one of which is saturated with H₂S and the other poured into it, heated to 50°, the mixture treated with 15 g. CHCl₃ through the reflux condenser, let stand l0 min., filtered, and the MeOH removed in vacuo, yielding 30% HCS₂K (I). Treating 5 g. BzCH₂NH₂.HCl in 50 mL. water with aqueous I (prepared from 23 g. KOH) 1 h. at room temperature, filtering, and washing with water gives 4.7 g. (95%) HCSNHCH₂Bz (II), needles, m. 108°. II (1.2 g.) in 3 mL. concentrated H₂SO₄ into water after 30 min., neutralized with NH₄OH, and steam-distilled gives 1 g. 5-phenylthiazole (III), m. 45-6°; picrate, decompose 136-7°. III (10 g.) in 40 mL. concentrated H₂SO₄ treated with 24 mL. concentrated H₂SO₄ and 16 mL. fuming HNO₂ with cooling to 0°, poured in water, filtered, and washed with water gives 12 g. 5-(p-nitrophenyl)thiazole (IV), m. 145-6°. Reduction of 5 g. IV in a 15 mL. water, containing 2 g. NH₄Cl and 20 g. Fe 2 h. at 80° gives 2 g. 5-(p-aminophenyl)thiazole (V), m. 149°. Decylamine-HCl (2 g.) and aqueous I (from 8 g. KOH) give 1.8 g. N-thioformyldecylamine (VI), m. 172°. VI (0.5 g.) in 8 g. concentrated H₂SO₄ poured into water gives 0.3 g. 4, 5-diphenylthiazole, m. 63-4°. m-O₂NC₆H₄COCH₂NH₂.HCl (0.7 g.) in 20 mL. water and aqueous I (from 2.3 g. KOH) give 0.5 g. m-nitro-α-thioformamidoacetophenone (VII), decompose 159-60°. Treating VII with concentrated H₂SO₄ as in the preparation of III gives 5-(m-nitrophenyl)thiazole, m. 59°. p-ClC₆H₄COCH₂NH₂.HCl (3 g.) and aqueous I (from 12 g. KOH) give 1.5 g. HCSNHCH₂COC₆H₄Cl (VIII), decompose 147°; treating VIII with concentrated H₂SO₄ as in the preparation of III gives 5-(p-chlorophenyl)thiazole, m. 40°; picrate, decompose 168°. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Recommanded Product: 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) 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. 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.Recommanded Product: 1826-13-7

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

One-pot synthesis of 2-aminothiazoles using supported reagents was written by Kodomari, Mitsuo;Aoyama, Tadashi;Suzuki, Yoshitada. And the article was included in Tetrahedron Letters in 2002.Recommanded Product: 6318-74-7 This article mentions the following:

A simple and efficient method was developed for the synthesis of 2-aminothiazoles from α-bromo ketones in 1-pot using a supported reagents system, KSCN/SiO₂-RNH₃OAc/Al₂O₃, in which α-bromo ketone reacts 1st with KSCN/SiO₂ and the product, α-thiocyano ketone, reacts with RNH₃OAc/Al₂O₃ to give the final product, 2-aminothiazole, in high yield. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 6318-74-7).

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

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

Reinvestigation of reactions of thiazolium and benzothiazolium N-phenacylides with electron-deficient acetylenes was written by Iwamura, Tatsunori;Kobayashi, Masahiro;Ichikawa, Takashi;Shimizu, Hiroshi;Kataoka, Tadashi. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry in 1996.Computed Properties of C9H7NS This article mentions the following:

Reactions of thiazolium and benzothiazolium N-phenacylides with di-Me acetylenedicarboxylate (DMAD) have been reexamined The thiazolium N-phenacylides generated in situ from 4-methyl- or 5-phenyl-3-phenacylthiazolium bromides with triethylamine, reacted with DMAD in dry DMF to give the thiazole ring-opened products I (R = Me, H; R¹ = H, Ph; R² = H, Br, NO₂) in which two mols. of DMAD had been incorporated. The reactions when conducted in both aqueous DMF and in dry DMF in the presence of lithium perchlorate gave the hemithioacetals II which could be transformed into the 1:2 reaction products I of the ylides and DMAD. Benzothiazolium N-phenacylides similarly reacted with DMAD to afford the 1:2 reaction products I (RR¹ = CH=CHCH=CH; R² = H, Br) or the hemithioacetals II. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Computed Properties of C9H7NS).

5-Phenylthiazole (cas: 1826-13-7) 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.Computed Properties of C9H7NS

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

A practical synthesis of 2-aminobenzothiazoles via the tandem reactions of 2-haloanilines with isothiocyanates catalyzed by immobilization of copper in MCM-41 was written by Xiao, Ruian;Hao, Wenyan;Ai, Jinting;Cai, Ming-Zhong. And the article was included in Journal of Organometallic Chemistry in 2012.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The heterogeneous tandem reactions of 2-haloanilines with isothiocyanates were achieved in DMSO using Et₃N as base at 80 °C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(II) complex [MCM-41-2N-CuSO₄], yielding a variety of 2-aminobenzothiazoles in good to excellent yields. This heterogeneous copper catalyst exhibited higher activity than CuSO₄ and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity. 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 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.Name: N-Phenylbenzo[d]thiazol-2-amine

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