Category: thiazole

A convenient synthesis of 2-mercapto- and 2-chlorobenzothiazoles was written by Zhu, Lei;Zhang, Mingbao;Dai, Miao. And the article was included in Journal of Heterocyclic Chemistry in 2005.Application of 80945-86-4 This article mentions the following:

A convenient synthesis of 2-mercapto and 2-chlorobenzothiazoles is described. The key feature of the synthesis is an exclusive ortho-selective nucleophilic aromatic substitution reaction of ortho-haloanilines with potassium/sodium O-Et dithiocarbonate under mild conditions. Subsequent intra-mol. cyclization affords 2-mercaptobenzothiazoles in high yields. The 2-mercaptobenzothiazoles are readily converted to corresponding 2-chlorobenzothiazoles upon treatment with sulfuryl chloride. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4Application of 80945-86-4).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) 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.Application of 80945-86-4

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

Novel 12N-substituted matrinanes as potential anti-coxsackievirus agents was written by Li, Ying-Hong;Tang, Sheng;Li, Yu-Huan;Cheng, Xin-Yue;Zhang, Xin;Wang, Yan-Xiang;Su, Feng;Song, Dan-Qing. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Electric Literature of C6H7ClN2O3S2 This article mentions the following:

A series of novel 12N-substituted matrinane derivatives were synthesized and evaluated for their activities against coxsackievirus type B3 (CVB3) taking compound I as the lead. SAR anal. indicated that the introduction of a suitable heteroaromatic ring on the 12N-atom might be beneficial for the activity. Among them, compound II exhibited the highest potency against all CVB serotypes as well as CVA16 with IC₅₀ values ranging from 2.02 μM to 7.41 μM, indicating a broad-spectrum anti-coxsackieviruse effect. Furthermore, compound II demonstrated a good safety profile in vivo. Thus, we consider 12N-substituted matrinanes to be a promising family of anti-coxsackievirus agents, and compound II to be a promising drug candidate in the treatment of various diseases related to coxsackievirus infection. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Electric Literature of C6H7ClN2O3S2).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) 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.Electric Literature of C6H7ClN2O3S2

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

Halogenated 2′-Chlorobithiazoles via Pd-Catalyzed Cross-Coupling Reactions was written by Stanetty, Peter;Schnuerch, Michael;Mihovilovic, Marko D.. And the article was included in Journal of Organic Chemistry in 2006.COA of Formula: C9H6ClNS This article mentions the following:

Halogenated bithiazoles allow facile further functionalization and are, therefore, suitable intermediates for the synthesis of compounds with interesting biol. activity or material science properties. The applicability of three coupling methods (Negishi, Suzuki, and Stille) for the synthesis of the title compounds was compared. The Negishi method proved to be troublesome, and side reactions were predominant. The synthesis of the first thiazoleboronic acid ester offered a new method for the formation of bithiazoles, not generally applicable so far. The lower toxicity compared to that of tin organyls make this method an approach with interesting perspectives. The Stille coupling proved to be superior to the other methods and enabled the synthesis of the title compounds with diverse connectivity. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3COA of Formula: C9H6ClNS).

2-Chloro-5-phenylthiazole (cas: 329794-40-3) 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.COA of Formula: C9H6ClNS

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

Design and Synthesis of a New Series of 4-Heteroarylamino-1′-azaspiro[oxazole-5,3′-bicyclo[2.2.2]octanes as α7 Nicotinic Receptor Agonists. 1. Development of Pharmacophore and Early Structure-Activity Relationship was written by Cook, James;Zusi, F. Christopher;McDonald, Ivar M.;King, Dalton;Hill, Matthew D.;Iwuagwu, Christiana;Mate, Robert A.;Fang, Haiquan;Zhao, Rulin;Wang, Bei;Cutrone, Jingfang;Ma, Baoqing;Gao, Qi;Knox, Ronald J.;Matchett, Michele;Gallagher, Lizbeth;Ferrante, Meredith;Post-Munson, Debra;Molski, Thaddeus;Easton, Amy;Miller, Regina;Jones, Kelli;Digavalli, Siva;Healy, Francine;Lentz, Kimberley;Benitex, Yulia;Clarke, Wendy;Natale, Joanne;Siuciak, Judith A.;Lodge, Nicholas;Zaczek, Robert;Denton, Rex;Morgan, Daniel;Bristow, Linda J.;Macor, John E.;Olson, Richard E.. And the article was included in Journal of Medicinal Chemistry in 2016.Safety of 5,6-Dimethoxybenzo[d]thiazol-2-amine This article mentions the following:

The design and synthesis of quinuclidine-containing spirooxazolidines (spiroimidates) and their utility as α7 nicotinic acetylcholine receptor partial agonists are described. Selected members of the series demonstrated excellent selectivity for α7 over the highly homologous 5-HT_3A receptor. Modification of the N-spiroimidate heterocycle substituent led to ((1S,2R,4S)-N-isoquinolin-3-yl)-4’H-4-azaspiro[bicyclo[2.2.2]octane-2,5’oxazol]-2′-amine (BMS-902483), a potent α7 partial agonist, which improved cognition in preclin. rodent model. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Safety 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.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Safety of 5,6-Dimethoxybenzo[d]thiazol-2-amine

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

Synthesis of some thiazole Schiff bases and their derivatives was written by Dash, B.;Patra, M.;Mohapatra, P. K.. And the article was included in Journal of the Indian Chemical Society in 1985.Category: thiazole This article mentions the following:

Twenty-six thiazole Schiff bases I [R¹, R² = (un)substituted Ph; R³ = (un)substituted Ph, 2-hydroxynaphthyl] were prepared in 58-78% yield by refluxing a mist. of the appropriate aminothiazole and aldehyde in EtOH in the presence of piperidine. Cycloaddition of the Schiff bases with thioglycolic acid in C₆H₆ at reflux gave the thiazolidinones II in 65-77% yield (17 compounds). Reaction of I with cyclohexanone in EtOH at reflux in the presence of HCl gave the [(oxocyclohexy)methyl]amino derivatives III in 58-76% yields (13 compounds). All the compound prepared showed antifungal activity against Curvularia species. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Category: thiazole).

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

A novel route to 4-aryl-5,6-dihydro-1,2-oxathiin-2,2-dioxides and related heterocyclic systems was written by Bonfand, Eric;Motherwell, William B.;Pennell, Andrew M. K.;Uddin, Muhammed K.;Ujjainwalla, Feroze. And the article was included in Heterocycles in 1997.Recommanded Product: 69812-29-9 This article mentions the following:

The addition of a tributylstannyl radical to arene and heteroarene sulfonate esters of homopropargyl alcs. triggers a sequence of [1,6] ipso-substitution followed by 6-endo addition and elimination to yield unusual 4-aryl-5,6-dihydro-1,2-oxathiin-2,2-dioxides and related heterocyclic systems. E.g., addition of AIBN and Bu₃SnH to 4-MeC₆H₄SO₂NMeCH₂CH₂CCH gave 15% 1,2-thiazine-S,S-dioxide I and 8% 4-MeC₆H₄C(:CH₂)CH₂CH₂NHMe. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Recommanded Product: 69812-29-9).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) 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. 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: 69812-29-9

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

Organic base-catalyzed C-S bond construction from CO₂: a new route for the synthesis of benzothiazolones was written by Gao, Xiang;Deng, Yuehua;Lu, Changyu;Zhang, Lei;Wang, Xintao;Yu, Bo. And the article was included in Catalysts in 2018.Related Products of 62266-81-3 This article mentions the following:

Herein, a novel green method of synthesizing benzothiazolones such as I [R = H, 6-Me, 6-OMe, 6-Cl, 6-Br] via cyclocarbonylation of 2-aminothiophenols with CO₂ was developed. A series of organic bases was investigated for the catalysis of cyclocarbonylation, among which 1,5-diazabicyclo[4.3.0]non-5-ene displayed the best catalytic activity. Then, various reaction parameters such as CO₂ pressure, temperature, amount of catalyst and reaction time for the catalytic performance were studied. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3Related Products of 62266-81-3).

6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3) 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.Related Products of 62266-81-3

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

Chiral Pentacarboxycyclopentadiene-Based Bronsted Acid-Catalyzed Enantioselective Desymmetrization of Meso-Epoxides by 2-Mercaptobenzothiazoles was written by Yuan, Chao;Li, Jun;Li, Pingfan. And the article was included in ACS Omega in 2018.HPLC of Formula: 58759-63-0 This article mentions the following:

Enantioselective desymmetrization of meso-epoxides by 2-mercaptobenzothiazoles was realized by using the pentacarboxycyclopentadiene-based chiral Bronsted acid in combination of N-isopropylaniline as amine additive to give up to 90.5:9.5 er of the ring opening products. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0HPLC of Formula: 58759-63-0).

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

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