Tag: 200-300

Efficient Thiolation of Alcohols Catalyzed by Long Chained Acid-Functionalized Ionic Liquids under Mild Conditions was written by Miao, Chengxia;Zhuang, Hongfeng;Wen, Yating;Han, Feng;Yang, Qing-Feng;Yang, Lei;Li, Zhen;Xia, Chungu. And the article was included in European Journal of Organic Chemistry in 2019.COA of Formula: C7H4N2O2S2 This article mentions the following:

Thioethers as important building blocks have been usually found in organic synthesis. Herein, a series of long chained acid-functionalized ionic liquids derived from pyrrolidine were applied for the thiolation of alcs. to synthesize different compounds containing thioether structures. This kind of ionic liquids exhibited higher efficiency than general ionic liquids based on imidazole, providing up to 99 % yield with [BsCtP][OTf] as the catalyst at room temperature for 0.25 h. The results indicated that the activities of the ionic liquids have relationship with the side chain length of ionic liquids based on pyrrolidine, anions and cations. The catalytic system had wide substrate scope and was applicable for the reaction of aromatic primary and secondary alcs. and thiols including aliphatic and aromatic thiols, benzothiazole-2-thiols and benzooxazole-2-thiols. Besides, there was no obvious change in activity of the catalyst after six runs. Thus, the catalytic system exhibited good recyclability. Addnl., carbocations should be the key intermediate and several functionalized groups of the ionic liquids have synergetic effect for the thiolation. 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 is notable as a component of the vitamin thiamine (B1). 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

An environmentally benign synthesis of Tetrabutylphosphonium tribromide (TBPTB) – a versatile and efficient phase transfer reagent for organic transformations was written by Kuotsu, Visekhonuo;Nakro, Vevosa;Yanger, Imkong;Lotha, Tsenbeni N.;Tzudir, Ketiyala;Sinha, Upasana Bora;Jamir, Latonglila. And the article was included in Green Chemistry Letters and Reviews in 2021.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Tetrabutylphosphonium tribromide (TBPTB), a mild and versatile reagent, has been synthesized following an environmentally benign protocol. The new reagent possesses inherent phase transfer properties which facilitates organic reactions in aqueous medium. Thermal stability of the reagent which enables organic reactions under microwave irradiation and recyclability of the spent reagent are special attributes of the new reagent. These properties collectively provide an opportunity for facile, practical, and eco-friendly synthesis of a wide range of pharmaceutically significant and specialty organic compounds such as bromo-organics, isothiocyanates, cyanamides and 2-aminobenzothiazoles in excellent yields on-water under microwave irradiation 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. 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.Application In Synthesis of N-Phenylbenzo[d]thiazol-2-amine

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

Synthesis and evaluation of [(1R)-1-amino-2-(2,5-difluorophenyl)ethyl]cyclohexanes and 4-[(1R)-1-amino-2-(2,5-difluorophenyl)ethyl]piperidines as DPP-4 inhibitors was written by Chen, Ping;Caldwell, Charles G.;Ashton, Wallace;Wu, Joseph K.;He, Huaibing;Lyons, Kathryn A.;Thornberry, Nancy A.;Weber, Ann E.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Reference of 69812-29-9 This article mentions the following:

A series of 4-amino cyclohexanes and 4-substituted piperidines were prepared and evaluated for inhibition of DPP-4. Analog I displayed both good DPP-4 potency and selectivity against other proteases, while derivative II displayed long half life and modest oral bioavailability in rat. The most potent analog, 3-(5-aminocarbonylpyridyl)piperidine III, displayed excellent DPP-4 activity with good selectivity vs. other proline enzymes. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Reference of 69812-29-9).

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 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.Reference of 69812-29-9

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

Interaction of 2,5-dithio-1,3,4-thiadiazolidine with amines was written by Konher, M. V.. And the article was included in Indian Journal of Chemistry in 1973.Application of 1843-21-6 This article mentions the following:

Treatment of 2,5-dithio-1,3,4-thiadiazolidine with aromatic primary amines at 180-5° gave 3,5-dithio-4-aryl-1,2,4-triazolidine, 2,5-diarylimino-1,- 3,4-thiadiazolidine, 3-thio-4-aryl-5-arylimino-1,2,4-triazolidine, 3- mercapto-1,2,4-triazolo[3,4-b]benzothiazole, and 2-arylaminobenzothia- zole in significant quantities. Mechanism of the reaction was discussed and possible intermediates located. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application 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. 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 of 1843-21-6

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

A Deep Dive into the Complex Chemical Mixture and Toxicity of Tire Wear Particle Leachate in Fathead Minnow was written by Chibwe, Leah;Parrott, Joanne L.;Shires, Kallie;Khan, Hufsa;Clarence, Stacey;Lavalle, Christine;Sullivan, Cheryl;O′Brien, Anna M.;De Silva, Amila O.;Muir, Derek C. G.;Rochman, Chelsea M.. And the article was included in Environmental Toxicology and Chemistry in 2022.SDS of cas: 1843-21-6 This article mentions the following:

The ecol. impact of tire wear particles in aquatic ecosystems is a growing environmental concern. We combined toxicity testing, using fathead minnow (Pimephales promelas) embryos, with nontarget high-resolution liquid chromatog. Orbitrap mass spectrometry to characterize the toxicity and chem. mixture of organic chems. associated with tire particle leachates. We assessed: 1) exposure to tire particle leachates after leaching for 1-, 3-, and 10-d; and 2) the effect of the presence and absence of small tire particulates in the leachates. We observed a decrease in embryonic heart rates, hatching success, and lengths, as well as an increase in the number of embryos with severe deformities and diminished eye and body pigmentation, after exposure to the leachates. Overall, there was a pattern whereby we observed more toxicity in the 10-d leachates, and greater toxicity in unfiltered leachates. Redundancy anal. showed that several benzothiazoles and aryl-amines were correlated with the toxic effects observed in the embryos. These included benzothiazole, 2-aminobenzothiazole, 2-mercaptobenzothiazole, N,N�diphenylguanidine, and N,N�diphenylurea. However, many other chems. characterized as unknowns are likely to also play a key role in the adverse effects observed Our study provides insight into the types of chems. likely to be important toxicol. drivers in tire leachates, and improves our understanding of the ecotoxicol. impacts of tire wear particles. Environ Toxicol Chem 2021;00:1-10. 2021 The Authors. Environmental Toxicol. and Chem. published by Wiley Periodicals LLC on behalf of SETAC. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6SDS of cas: 1843-21-6).

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. 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.SDS of cas: 1843-21-6

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

Synthesis of sulfonamides of 2- and 3-substituted benzothiazoles was written by Saprikina, V. A.;Ambartsumova, R. F.;Sultankulov, A.. And the article was included in O’zbekiston Kimyo Jurnali in 2001.HPLC of Formula: 1843-21-6 This article mentions the following:

The reactions of 2-alkyl(phenyl)aminobenzothiazoles and 2-imino-3-methyl(phenyl)benzothiazolines with benzenesulfonyl chloride gave, resp., I (R = Me, Et, Pr, Bu, Ph) and II (R = Me, Ph). In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6HPLC of Formula: 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. 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.HPLC of Formula: 1843-21-6

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

Studies on synthesis of 6-bromo-2,3-disubstituted 4(3H)-quinazolinones and their thiones was written by Badr, Mahmoud Zarif Amin;El-Sherief, Hassan Ahmed Hassan;Mahmoud, Abdallah Mohamed. And the article was included in Bulletin of the Chemical Society of Japan in 1980.Category: thiazole This article mentions the following:

Some 2,3-disubstituted 6-bromo-4(3H)-quinazolinones were prepared Treatment of 4-quinazolinones with P₂S₅ gave the corresponding 4-quinazolinethiones. The reaction of 6-bromo-2-methyl-3,1-benzoxazin-4-one with NH₂OH.HCl gave 6-bromo-3-hydroxy-2-methyl-4(3H)-quinazolinone, which on treatment with alkyl halides, acyl chlorides and sulfonyl chlorides gave the corresponding ethers, esters, and sulfonates. 2-Styryl-4(3H)-quinazolinone derivatives are obtained by condensation of aromatic aldehydes with 3-substituted-6-bromo-2-methyl-4(3H)-quinazolinones. Some title compounds have considerable bactericidal activity. 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. 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.Category: thiazole

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

Preparation of copper(II) oxide bound on polystyrene beads and its application in the aryl aminations: synthesis of Imatinib was written by Heo, Yumi;Hyun, Dajung;Kumar, Manian Rajesh;Jung, Hyun Min;Lee, Sunwoo. And the article was included in Tetrahedron Letters in 2012.HPLC of Formula: 1843-21-6 This article mentions the following:

CuO nanoflakes bound on polystyrene beads (PS-CuO) were prepared through the oxidation of copper(I) bromide in a suspension of polystyrene. The use of PS-CuO as a catalyst in the presence of KO^tBu in the coupling reactions of aryl bromides and amines afforded the coupled products with a yield range of 15-89%. This catalytic system also afforded the key fragment in good yield for the synthesis of Imatinib (Gleevec). In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6HPLC of Formula: 1843-21-6).

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. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.HPLC of Formula: 1843-21-6

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

Synthesis and antibacterial screening of novel 2-(4-(aryl)thiazol-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-ethanoisoindole-1,3(2H)-dione derivatives was written by Ozbek, Oguz;Usta, Necibe Canan;Gurdere, Meliha Burcu;Aslan, Osman Nuri;Budak, Yakup;Ceylan, Mustafa. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2017.Category: thiazole This article mentions the following:

A series of novel 2-(4-(aryl)thiazol-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-ethanoisoindole-1,3(2H)-dione derivatives were synthesized and evaluated for their antimicrobial activity. The structures of the synthesized derivatives were confirmed by IR, ¹H-NMR, ¹³C-NMR and elemental analyses. All the compounds showed activity against all microorganisms. Compounds, and exhibit potent antibacterial activity against tested S. pyogenes. Compounds showed higher activity than standards against C. perfringes., and possess good activity against A. tumefacen. 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. The thiazole ring is notable as a component of the vitamin thiamine (B1).Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Category: thiazole

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

Ruthenium-Catalyzed Oxidative Annulation of Anilines using Benzothiazole as a Removable Directing Group was written by Sharma, Shivani;Singh, Sukanya;Kumari, Akhilesh;Sawant, Devesh M.;Pardasani, Ram T.. And the article was included in Asian Journal of Organic Chemistry in 2017.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

An efficient and inexpensive cationic ruthenium(II) catalyst enabled synthesis of bis-heterocycles I (R¹ = H, 6-Cl, 6-Br, 6-CN, 5-Cl; R² = H, 5-Me, 6-NO₂, etc.; R³ = R⁴ = Ph, Et, 4-methoxyphenyl, etc.; R³ = Ph, CH₃C(O)OCH₂CH₃; R⁴ = H, CH₃, CH₂CH₃, 4-H₃COC₆H₄) through an oxidative annulation of benzothiazole-directed anilines II (R⁶ = H, 4-CH₃, 3-Cl, etc.) and alkynes R³CCR⁴ is described. This strategy provides a broad scope of anilines bearing a directing group and alkynes with good to excellent yields. This is the first report on benzothiazoles as removable directing groups, leading to the construction of diversified indoles III. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine).

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. 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.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine

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