95468-72-7

Basic information

• Product Name: N-(4-iodophenyl) benzothioamide
• Synonyms: N-(4-iodophenyl) benzothioamide
• CAS NO: 95468-72-7
• Molecular Weight: 339.2
• Mol File: 95468-72-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-(4-iodophenyl) benzothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-iodophenyl) benzothioamide(95468-72-7)
• EPA Substance Registry System: N-(4-iodophenyl) benzothioamide(95468-72-7)

Safety Data

• Hazardous Substances Data: 95468-72-7(Hazardous Substances Data)

Upstream product

• 150-60-7 dibenzyl disulphide 
• 540-37-4 p-aminoiodobenzene 
• 98-88-4 benzoyl chloride 
• 52807-29-1 N-(4-iodophenyl)benzamide 

Downstream Products

• 883-93-2 2-Phenylbenzothiazole 
• 1082536-19-3 6-iodo-2-phenylbenzo[d]thiazole 
• 52807-29-1 N-(4-iodophenyl)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.

Palladium-catalyzed synthesis of 2-substituted benzothiazoles via a C-H functionalization/intramolecular C-S bond formation process

(Chemical Equation Presented) Catalytic synthesis of 2-substituted benzothiazoles from thiobenzanilides was achieved in the presence of a palladium catalyst through C-H functionalization/C-S bond formation. This method features the use of a novel catalytic system consisting of 10 mol % of Pd(II), 50 mol % of Cu(I), and 2 equiv of Bu4NBr that produced variously substituted benzothiazoles in high yields with good functional group tolerance.