108752-45-0

Basic information

• Product Name: N-(3-bromophenyl)benzenecarbothioamide
• Synonyms: N-(3-bromophenyl)benzenecarbothioamide
• CAS NO: 108752-45-0
• Molecular Formula: C₁₃H₁₀BrNS
• Molecular Weight: 292.1942
• Mol File: 108752-45-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(3-bromophenyl)benzenecarbothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-bromophenyl)benzenecarbothioamide(108752-45-0)
• EPA Substance Registry System: N-(3-bromophenyl)benzenecarbothioamide(108752-45-0)

Safety Data

• Hazardous Substances Data: 108752-45-0(Hazardous Substances Data)

Upstream product

• 591-19-5 m-Bromoaniline 
• 98-88-4 benzoyl chloride 
• 6313-36-6 benzyl thiosulphate 
• 103-82-2 phenylacetic acid 
• 585-79-5 m-nitrobromobenzene 

Downstream Products

• 305372-56-9 5-bromo-2-phenylbenzo[d]thiazole 
• 10286-85-8 N-(3-bromophenyl)benzamide 
• 36247-07-1 7-bromo-2-phenylbenzo[d]thiazole 

Relevant articles and documents

Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides

We report a method to obtain arylthioamides by the functionalization of sp3 C-H bonds in phenylacetic acids and benzyl alcohols. Reactions proceeded without the use of any solvents and were compatible with many functionalities and heterocycles. These conditions allow for a rapid synthesis of thioamides from simple, commercial substrates.

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.

Transition metal-free α-Csp3-H oxidative sulfuration of benzyl thiosulfates with anilines to form N-aryl thioamides

A metal-free approach to N-aryl thioamides from Bunte salts and anilines in DMSO has been developed. This method tolerated a wide range of functional groups on the aromatic ring, providing an ideal way to N-aryl thioamides in good to excellent yields from cheap and easily available starting materials. A plausible mechanism was also proposed based on the X-ray single crystal diffraction, NMR and MS analyses of DMSO-concerning intermediates.