73376-00-8

Basic information

• Product Name: N-(4-bromophenyl)benzenecarbothioamide
• CAS NO: 73376-00-8
• Molecular Formula: C₁₃H₁₀BrNS
• Molecular Weight: 292.1942
• Mol File: 73376-00-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 373.6°C at 760 mmHg
• Flash Point: 179.8°C
• Density: 1.518g/cm³
• Vapor Pressure: 8.85E-06mmHg at 25°C
• Refractive Index: 1.717
• CAS DataBase Reference: N-(4-bromophenyl)benzenecarbothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-bromophenyl)benzenecarbothioamide(73376-00-8)
• EPA Substance Registry System: N-(4-bromophenyl)benzenecarbothioamide(73376-00-8)

Safety Data

• Hazardous Substances Data: 73376-00-8(Hazardous Substances Data)

Upstream product

• 6313-36-6 benzyl thiosulphate 
• 106-40-1 4-bromo-aniline 
• 98-88-4 benzoyl chloride 
• 591-51-5 phenyllithium 
• 1985-12-2 4-Bromophenyl isothiocyanate 
• 100-52-7 benzaldehyde 
• 65-85-0 benzoic acid 
• 59819-37-3 4-N,N-dimethylamino-2-N-phenylamino-1-thia-3-azabutadiene 
• 51300-42-6 N-(4-Bromo-phenyl)-benzimidoyl chloride 
• 7702-38-7 N-(4-bromophenyl)benzamide 
• 150-60-7 dibenzyl disulphide 

Downstream Products

• 1353996-67-4 6-(1-naphthalenylphenylamino)-2-phenylbenzothiazole 
• 77333-67-6 6-bromo-2-phenylbenzo[d]thiazole 
• 7702-38-7 N-(4-bromophenyl)benzamide 

Relevant articles and documents

A chromatography-free and aqueous waste-free process for thioamide preparation with Lawesson's reagent

After completing the thio-substitution with Lawesson's reagent, ethanol was found to be effective in the decomposition of the inherent stoichiometric six-membered-ring byproduct from the Lawesson's reagent to a highly polarized diethyl thiophosphonate. The treatment significantly simplified the following chromatography purification of the desired thioamide in a small scale preparation. As scaling up the preparation of two pincer-type thioamides, we have successfully developed a convenient process with ethylene glycol to replace ethanol during the workup, including a traditional phase separation, extraction, and recrystallization. The newly developed chromatography-free procedure did not generate P-containing aqueous waste, and only organic effluents were discharged. It is believed that the optimized procedure offers the great opportunity of applying the Lawesson's reagent for various thio-substitution reactions on a large scale.

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.).