26060-28-6

Basic information

• Product Name: Benzenecarbothioamide, N-(2-methylphenyl)-
• CAS NO: 26060-28-6
• Molecular Formula: C14H13NS
• Molecular Weight: 227.33
• Mol File: 26060-28-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzenecarbothioamide, N-(2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenecarbothioamide, N-(2-methylphenyl)-(26060-28-6)
• EPA Substance Registry System: Benzenecarbothioamide, N-(2-methylphenyl)-(26060-28-6)

Safety Data

• Hazardous Substances Data: 26060-28-6(Hazardous Substances Data)

Upstream product

• 584-70-3 N-benzoyl-2-methylaniline 
• 103-82-2 phenylacetic acid 
• 88-72-2 1-methyl-2-nitrobenzene 
• 98-88-4 benzoyl chloride 
• 4949-88-6 N-benzoyl-N'-(2-methylphenyl)thiourea 
• 95-53-4 o-toluidine 
• 150-60-7 dibenzyl disulphide 

Downstream Products

• 36954-10-6 N-o-tolyl-benzamide oxime 
• 584-70-3 N-benzoyl-2-methylaniline 
• 63325-84-8 4-methyl-2-phenylbenzo[d]thiazole 
• 34751-52-5 C₁₄H₁₃NOS₂ 
• 34751-85-4 C₁₄H₁₃NOS 

Relevant articles and documents

Exogenous Photosensitizer-, Metal-, and Base-Free Visible-Light-Promoted C-H Thiolation via Reverse Hydrogen Atom Transfer

Visible-light-driven, intramolecular C(sp2)-H thiolation has been achieved without addition of a photosensitizer, metal catalyst, or base. This reaction induces the cyclization of thiobenzanilides to benzothiazoles. The substrate absorbs visible light, and its excited state undergoes a reverse hydrogen-atom transfer (RHAT) with 2,2,6,6-tetramethylpiperidine N-oxyl to form a sulfur radical. The addition of the sulfur radical to the benzene ring gives an aryl radical, which then rearomatizes to benzothiazole via RHAT.

Sulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles

In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles. (Figure presented.).

Organocatalytic syntheses of benzoxazoles and benzothiazoles using aryl iodide and oxone via C-H functionalization and C-O/S bond formation

An organocatalytic protocol for the syntheses of 2-substituted benzoxazoles and benzothiazoles is described from alkyl-/arylanilides and alkyl-/arylthioanilides using 1-iodo-4-nitrobenzene as catalyst and oxone as an inexpensive and environmentally safe terminal oxidant at room temperature in air via oxidative C-H functionalization and C-O/S bond formation. The procedure is simple and general and provides an effective route for the construction of functionalized 2-alkyl-/arylbenzoxazoles and 2-alkyl-/arylbenzothiazoles with moderate to high yields. The synthetic and mechanistic aspects have been described.