53724-68-8

Basic information

• Product Name: 1H-Tetrazole-5-sulfenyl chloride, 1-phenyl-
• CAS NO: 53724-68-8
• Molecular Formula: C7H5ClN4S
• Molecular Weight: 212.662
• Mol File: 53724-68-8.mol

Chemical Properties

• CAS DataBase Reference: 1H-Tetrazole-5-sulfenyl chloride, 1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Tetrazole-5-sulfenyl chloride, 1-phenyl-(53724-68-8)
• EPA Substance Registry System: 1H-Tetrazole-5-sulfenyl chloride, 1-phenyl-(53724-68-8)

Safety Data

• Hazardous Substances Data: 53724-68-8(Hazardous Substances Data)

Upstream product

• 86-93-1 1-Phenyl-1H-tetrazole-5-thiol 
• 5117-07-7 5,5'-dithiobis(1-phenyl-1H-tetrazole) 

Downstream Products

• 5084-12-8 1-hydroxy-4-(1-phenyl-5-tetrazolylthio)-2-naphthoic acid N-4<2,4-di(1,1-dimethylpropyl)phenoxy>butylamide 
• 157405-39-5 1-hydroxy-4-(1-phenyl-5-tetrazolylthio)-2-naphthoic acid N-methylamide 
• 1569303-97-4 1-phenyl-5-(3,4,5-trimethoxyphenylthio)-1H-tetrazole 
• 917905-41-0 1-phenyl-5-(phenylsulfanyl)-1H-tetrazole 

Relevant articles and documents

Diaryl and heteroaryl sulfides: Synthesis via sulfenyl chlorides and evaluation as selective anti-breast-cancer agents

A mild protocol for the synthesis of diaryl and heteroaryl sulfides is described. In a one-pot procedure, thiols are converted to sulfenyl chlorides and reacted with arylzinc reagents. This method tolerates functional groups including aryl fluorides and chlorides, ketones, as well as N-heterocycles including pyrimidines, imidazoles, tetrazoles, and oxadiazoles. Two compounds synthesized by this method exhibited selective activity against the MCF-7 breast cancer cell line in the micromolar range.

Synthesis of sulfides of the azulene series by reaction of chamazulene with sulfenyl chlorides

Sulfides of the azulene series were synthesized in high yield by reactions of chamazulene (7-ethyl-1,4-dimethylazulene) with aliphatic, aromatic, and heterocyclic sulfenyl chlorides. According to the 1H NMR and X-ray diffraction data, electrophilic substitution by RS+ cation occurs exclusively at the C3 atom of the azulene system.

Reactions of 2,2-dimethyl-3-ethylidenenorbornane with sulfur-containing reagents

Addition of sulfur-containing reagents (thiols and sulfenyl chlorides) to 2,2-dimethyl-3-ethylidenenorbornane occurs by electrophilic mechanism regiospecifically at the terminal, sterically the most accessible allene multiple bond. The electrophilic moiet

Directed Reactions of C-Sulfenyl Halides with 1-Hydroxynaphthalene Derivatives

C-Sulfenyl chlorides react with 1-hydroxynaphthalene derivatives in nitrobenzene with the formation of sulfenylation products sulfenylation. Under the same conditions C-sulfenyl bromides furnish the products of bromination. In the presence of potassium perchlorate the reactions occurs place also in dioxane and acetonitrile with retention of different in reactivity patterns of isostructural chlorides and bromides. In the reaction with 1-hydroxynaphthalene 2-nitro- and 2,4-dinitrobenzenesulfenylbromides both afford the bromination and sulfenylation products in unsimilar ratios.

REACTIONS OF 3,3-DISUBSTITUTED CYCLOPROPENES AND OTHER CYCLOOLEFINS WITH 1-PHENYLTETRAZOLE-5-SULFENYL CHLORIDE

Reactions of 1-phenyltetrazole-5-sulfenyl chloride with 3,3-disubstituted cyclopropenes, cycloalkenes, and 3-carene give rise to 2-chloro-1-(1-phenyltetrazolylthio)cycloalkanes.The stereoselectivity of the addition of a heteryl sulfenyl chloride to unsymm