Tag: 200-300

A novel synthesis of 2-benzothiazolamine and its derivatives by a nickel(0)-catalyzed reaction of 1,2-aminoiodoarenes with thioureas was written by Takagi, Kentaro. And the article was included in Chemistry Letters in 1986.Synthetic Route of C13H10N2S This article mentions the following:

In the presence of a Ni(0) complex, 1,2-aminoiodoarenes underwent cyclization with thioureas to provide a facile, site-specific, and general synthetic procedure of 2-benzothiazolamine (I) and its derivatives under non-oxidative conditions. Thus, in the presence of catalytic amount of Ni(0) complex, generated in situ from (Et₃P)₂NiCl₂ and NaBH₃CN as a reducing agent, o-iodoaniline was treated with thiourea in DMF at 60° 20 h to give 92% I. Similarly prepared were 12 II (R = H, Me, Cl, CF₃; R¹ = H, Me, Bu, Ph; R² = H, Me). 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 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.Synthetic Route of C13H10N2S

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

Cobalt-catalyzed domino C-N cross-coupling reaction between phenyl(2-halo)isothiourea and aryl halide was written by Kondraganti, Lakshmi;Tamminana, Ramana;Nathani, Srinivasa Rao;Babu, Manabolu Surendra;Ramachandran, Dittakavi. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2021.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

A simple route for the synthesis of 2-aminophenyl benzothiazole through domino intra and inter mol. C-N cross-coupling reaction using a cobalt catalyst under mild reaction conditions has been accomplished. The procedure is exptl. simple, general, and efficient. The reaction was readily carried out under optimized reaction conditions to provide target products in moderate to good yield. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine).

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). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine

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

Synthesis of APTRA derivatives as building blocks for low-affinity fluorescent Ca²⁺ indicators was written by Metten, Bert;Smet, Mario;Boens, Noel;Dehaen, Wim. And the article was included in Synthesis in 2005.Application In Synthesis of 5,6-Dimethoxybenzo[d]thiazol-2-amine This article mentions the following:

Synthesis of trialkyl aminophenoltriacetates (APTRA triesters) and the functionalization of these into suitable building blocks for potential fully conjugated low-affinity fluorescent Ca²⁺ indicators was developed. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Application In Synthesis of 5,6-Dimethoxybenzo[d]thiazol-2-amine).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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.Application In Synthesis of 5,6-Dimethoxybenzo[d]thiazol-2-amine

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

Ferulic acid and benzothiazole dimer derivatives with high binding affinity to β-amyloid fibrils was written by Byeon, Seong Rim;Jin, Yun Jung;Lim, Soo Jeong;Lee, Ji Hoon;Yoo, Kyung Ho;Shin, Kye Jung;Oh, Seung Jun;Kim, Dong Jin. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Related Products of 80945-86-4 This article mentions the following:

New ferulic acid and benzothiazole dimer derivatives were synthesized and evaluated by in vitro competition assay using [¹²⁵I]TZDM for their specific binding affinities to Aβ fibrils. In particular, one compound (I) showed the most excellent binding affinity (K_i = 0.53 nM), compared to PIB (K_i = 0.77 nM), for benzothiazole binding sites of Aβ_1-42 fibrils. This result suggests a possibility of a potential AD diagnostic probe for detection of Aβ fibrils. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4Related Products of 80945-86-4).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) 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. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Related Products of 80945-86-4

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

Mechanisms affecting the development of renal cystic disease induced by diphenylthiazole was written by Torres, Vicente E.;Berndt, Theresa J.;Okamura, Mikio;Nesbit, Julie W.;Holley, Keith E.;Carone, Frank A.;Knox, Franklyn G.;Romero, Juan C.. And the article was included in Kidney International in 1988.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

To provide information on the possible influence of hypertension or its treatment on the development of cysts in autosomal dominant polycystic kidney disease, the effects of the sodium content of the diet, DOCA-salt hypertension, renovascular hypertension, and the administration of enalapril or furosemide on the development of 2-amino-4,5-diphenylthiazole (DPT)-induced renal cystic disease were studied in rats. DOCA-salt hypertension caused vascular and glomerular lesions and proteinuria, but it did not enhance the development of cysts. Cystogenesis was enhanced in exptl. conditions where the renin-angiotensin system was activated. On the other hand, suppression of the renin-angiotensin system lessened the development of cysts. This effect might be mediated by intrarenal angiotensin II and its capacity to promote cell growth and to control the postglomerular vascular resistances and the compliance of the renal interstitium. 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 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.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

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

Nucleophilic addition of 2-phenylaminobenzothiazole to acrylic acid was written by Saprykina, V. A.;Ambartsumova, R. F.. And the article was included in Uzbekskii Khimicheskii Zhurnal in 1987.Category: thiazole This article mentions the following:

Addition of CH₂:CHCO₂H to 2-anilinobenzothiazole 5 h at 140° gave 57% benzothiazole I and 14% benzothiazoline II. Amination of 2-chlorobenzothiazole with PhNHCH₂CH₂CO₂Me gave the Me ester of I which was saponified by H₂SO₄. 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 are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Category: thiazole

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

Site-selective acylation of carbohydrates directed by recyclable polymer-supported isothiourea catalysts was written by Song, Wang-Ze;Dong, Kun;Li, Ming;Li, Jun-Hao;Ullah, Karim;Zheng, Yu-Bin. And the article was included in Heterocycles in 2019.COA of Formula: C7H3BrClNS This article mentions the following:

The polystyrene-supported isothiourea catalysts, derived from the homogeneous catalyst BTMs, were synthesized and applied to the site-selective acylation of carbohydrates. The catalysts can be recovered and reused conveniently for 10 cycles without significantly loss in either activity or selectivity. It offers a sustainable and environmentally benign approach for the site-selective functionalization of carbohydrates. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4COA of Formula: C7H3BrClNS).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) 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. 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.COA of Formula: C7H3BrClNS

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

Metal-Free Synthesis of 2-Aminobenzothiazoles via Iodine-Catalyzed and Oxygen-Promoted Cascade Reactions of Isothiocyanatobenzenes with Amines was written by Xu, Yuanshuang;Li, Bin;Zhang, Xinying;Fan, Xuesen. And the article was included in Journal of Organic Chemistry in 2017.Formula: C13H10N2S This article mentions the following:

In this paper, a highly efficient and sustainable synthesis of 2-aminobenzothiazoles through the cascade reactions of isothiocyanatobenzenes with primary or secondary amines by using iodine as a catalyst and oxygen as an oxidant is presented. Mechanistically, the formation of the title compounds involves the in situ formation of the required benzothiourea intermediate followed by its intramol. cross dehydrogenative coupling of a C(sp²)-H bond and a S-H bond. To our knowledge, this should be the first example in which 2-aminobenzothiazoles are efficiently prepared from simple and cheap isothiocyanates and amines under metal-free conditions by using iodine as a catalyst and mol. oxygen as an oxidant with water as the byproduct. Compared with literature protocols, this method eliminates the use of ortho-halo-substituted precursors, expensive transition-metal catalysts, and hazardous oxidants. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Formula: C13H10N2S).

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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Formula: C13H10N2S

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

Molecular search of new active drugs against Toxoplasma gondii was written by Gozalbes, R.;Galvez, J.;Garcia-Domenech, R.;Derouin, F.. And the article was included in SAR and QSAR in Environmental Research in 1999.Application In Synthesis of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride This article mentions the following:

Mol. connectivity has been applied to the search of new compounds with activity against the protozoan Toxoplasma gondii, using a stepwise linear discriminant anal. (SLDA) which is able to classify a compound according to its activity either as active or as inactive. Among the selected compounds, andrographolide and dibenzothiophene sulfone stand out, both with IC₅₀ values lower than 1 μg/mL, which are comparable to these of drugs such as sulfamethoxazole, pyrimethamine and trimethoprim, with IC₅₀ values equal to 1.1, 0.04 and 2.31 μg/mL, resp. These results confirm the usefulness of this topol. approach for the selection and design of new-lead drugs active against Toxoplasma gondii. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Application In Synthesis of 2-Acetamido-4-methylthiazole-5-sulfonyl chloride).

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

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

A one-pot strategy for the synthesis of 2-aminobenzothiazole in water by copper catalysis was written by Khatun, Nilufa;Jamir, Latonglila;Ganesh, Majji;Patel, Bhisma K.. And the article was included in RSC Advances in 2012.Quality Control of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

A straightforward, efficient and sustainable method (green chem.) for the synthesis of 2-aminobenzothiazole derivatives has been achieved from in-situ generated 2-halo thioureas using a copper(I) catalyst in water as a reaction medium. The present study demonstrates that copper iodide (CuI) exhibits better efficiency in water towards intramol. S-arylation compared to other organic solvents. While (2-iodoaryl)thioureas are smoothly converted to the desired product in high yield with only a catalytic quantity of CuI, addition of base and ligand are essential for bromo analogs and chloro analogs. The title compounds thus formed included N-(2-methoxyphenyl)-2-benzothiazolamine (I) [N-(2-methoxyphenyl)-6-methyl-2-benzotiazolamine]. An unprecedented demethoxylation of a (2-methoxyphenyl)thiourea intermediate followed by a Friedel-Crafts type methylation (para to nitrogen) was observed in the aryl ring possessing the original methoxy group and the product thus formed was N-(2-iodo-4-methylphenyl)-6-methyl-2-benzotiazolamine (II). The synthesis of the target compounds was also achieved by a reaction of 1-iodo-2-(isothiocyanato)benzene with morpholine, piperidine, pyrrolidine and the products thus formed included 2-(4-morpholinyl)benzothiazole, 2-(1-piperidinyl)benzothiazole and 2-(1-pyrrolidinyl)benzothiazole. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Quality Control of N-Phenylbenzo[d]thiazol-2-amine).

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.Quality Control of N-Phenylbenzo[d]thiazol-2-amine

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