Day: February 9, 2023

Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles was written by Duangkamol, Chuthamat;Phakhodee, Wong;Pattarawarapan, Mookda. And the article was included in Synthesis in 2020.Formula: C13H10N2S This article mentions the following:

A convenient method for the synthesis of amino-benzimidazoles/benzoxazoles/benzothiazoles I [R¹ = H, 5-Me, 5-Cl, etc.; R² = Ph, Bn, 4-BrC₆H₄, etc.; X = NCH₂C₆H₄Me, O, S, etc.] was developed via potassium periodate-mediated oxidative cyclodesulfurization of isothiocyanates with ortho-substituted anilines bearing N,N-, N,O-, and N,S-bis-nucleophiles, followed by an intramol. cyclization of the in situ generated monothioureas in good to excellent yields. The protocol could accommodate various substituents on both substrates while allowing more efficient, greener and operational simpler process relative to other oxidative coupling reactions. Tetracyclic quinazolinone derivatives II [R³ = H, 8-Me, 9-Me, 9-Cl] were also afforded in high yields in a single preparative step and chromatog.-free. 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. 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.Formula: C13H10N2S

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

Reaction between o-aminothiophenol and aryl isothiocyanates. II. The influence of the reactant ratio was written by Nicolaescu, Tatiana;Arventiev, Boris. And the article was included in Buletinul Institutului Politehnic din Iasi, Sectia 2: Chimie in 1978.Category: thiazole This article mentions the following:

The reaction of o-H₂NC₆H₄SH with RNCS (R = Ph, m-tolyl) (1:2 molar ratio) gave mixtures of benzothiazoyl I (same R) and RNHC(S)NHR (same R). 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

AM1 molecular orbital study of the transmission of electronic effects in the 5-membered heteroaromatics: proton and hydride ion affinities of 4- and 5-substituted (2-heteroaromatic)methyl anions and cations was written by Bean, Gerritt P.. And the article was included in Journal of Organic Chemistry in 1993.HPLC of Formula: 89281-44-7 This article mentions the following:

The proton and hydride ion affinities of a series of the benzyl-like anions and cations of 4- and 5-substituted 2-Me 5-membered heteroaromatic compounds have been calculated by the AM1 MO method. Calculations included para- and meta-substituted toluenes, similarly substituted 1,3-pentadienes, and 3-aza-1,3-pentadienes as various models for the possible pathways for the effect of the substituents to be transmitted to the reaction site. There was excellent correlation between the 4-substituted compounds and the m-toluenes and between the 5-substituted compounds and the p-toluenes. Compared to the other ring atoms, substituents at either the 4- or 5-position have little effect on the change in the charges on the heteroatoms in going to either the cation or anion of the heteroaromatic compounds Transmission of electronic effects is primarily through the carbon skeleton with little if any through the heteroatom. In the experiment, the researchers used many compounds, for example, 2-Methylthiazol-5-amine (cas: 89281-44-7HPLC of Formula: 89281-44-7).

2-Methylthiazol-5-amine (cas: 89281-44-7) 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. 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.HPLC of Formula: 89281-44-7

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

Highly Reactive, General and Long-Lived Catalysts for Palladium-Catalyzed Amination of Heteroaryl and Aryl Chlorides, Bromides, and Iodides: Scope and Structure-Activity Relationships was written by Shen, Qilong;Ogata, Tokutaro;Hartwig, John F.. And the article was included in Journal of the American Chemical Society in 2008.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The authors describe a systematic study of the scope and relation between ligand structure and activity for a highly efficient and selective class of catalysts containing sterically hindered chelating alkylphosphines for the amination of heteroaryl and aryl chlorides, bromides, and iodides. In the presence of this catalyst, aryl and heteroaryl chlorides, bromides, and iodides react with many primary amines in high yields with part-per-million quantities of palladium precursor and ligand. Many reactions of primary amines with both heteroaryl and aryl chlorides, bromides, and iodides occur to completion with 0.0005-0.05 mol % catalyst. A comparison of the reactivity of this catalyst for the coupling of primary amines at these loadings is made with catalysts generated from hindered monophosphines and carbenes, and these data illustrate the benefits of chelation. Studies on structural variants of the most active catalyst indicate that a rigid backbone in the bidentate structure, strong electron donation, and severe hindrance all contribute to its high reactivity. Thus, these complexes constitute a fourth-generation catalyst for the amination of aryl halides, whose activity complements catalysts based on monophosphines and carbenes. 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 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.Name: N-Phenylbenzo[d]thiazol-2-amine

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

Synthesis and structure-activity relationships of amide derivatives of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetic acid as selective arginine vasopressin V₂ receptor agonists was written by Tsukamoto, Issei;Koshio, Hiroyuki;Kuramochi, Takahiro;Saitoh, Chikashi;Yanai-Inamura, Hiroko;Kitada-Nozawa, Chika;Yamamoto, Eisaku;Yatsu, Takeyuki;Shimada, Yoshiaki;Sakamoto, Shuichi;Tsukamoto, Shin-ichi. And the article was included in Bioorganic & Medicinal Chemistry in 2009.Related Products of 55661-33-1 This article mentions the following:

A series of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetamide derivatives was synthesized, and their structure-activity relationships were examined in order to identify potent and selective arginine vasopressin V₂ receptor agonists. Attempts to substitute other chem. groups in place of the 2-pyridilmethyl moiety of 1a led to the discovery that potent V₂ binding affinity could be obtained with a wide range of functional groups. This structural tolerance allowed for the manipulation of other attributes, such as selectivity against V_1a receptor affinity or avoidance of the undesirable inhibition of cytochrome P 450 (CYP), without losing potent affinity for the V₂ receptor. Some representative compounds obtained in this study were also found to decrease urine volume in awake rats. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Related Products of 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) 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.Related Products of 55661-33-1

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