311316-67-3

Basic information

• Product Name: 5-[(4-chlorobenzyl)sulfanyl]-1-phenyl-1H-tetraazole
• Synonyms: 5-[(4-chlorobenzyl)sulfanyl]-1-phenyl-1H-tetraazole
• CAS NO: 311316-67-3
• Molecular Formula: C₁₄H₁₁ClN₄S
• Molecular Weight: 302.78194
• Mol File: 311316-67-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-[(4-chlorobenzyl)sulfanyl]-1-phenyl-1H-tetraazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(4-chlorobenzyl)sulfanyl]-1-phenyl-1H-tetraazole(311316-67-3)
• EPA Substance Registry System: 5-[(4-chlorobenzyl)sulfanyl]-1-phenyl-1H-tetraazole(311316-67-3)

Safety Data

• Hazardous Substances Data: 311316-67-3(Hazardous Substances Data)

Upstream product

• 86-93-1 1-Phenyl-1H-tetrazole-5-thiol 
• 78358-09-5 40chlorobenzyl methanesulfonate 
• 873-76-7 para-Chlorobenzyl alcohol 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 

Relevant articles and documents

One-pot preparation of Julia-Kocienski sulfides and sulfones from alcohols

A method for one-pot preparation of Julia-Kocienski sulfides and sulfones from alcohols and thiols is reported. A variety of primary alcohols were converted to the corresponding mesylates by methansulfonyl chloride and triethylamine in THF. After the reaction is complete, thiol (1 or 10) and either NaH or t-BuOK were added. The Julia-Kocienski sulfides 3, 9 and 11 were prepared by one-pot two steps procedure from alcohols in 76–96% yields (16 examples). Furthermore, after the sulfide formation, the reaction mixture was neutralized by p-toluenesulfonic acid and treated with H2O2 and ammonium molybdate in EtOH to give the Julia-Kocienski sulfones 4 in good yields except for trans-2-hexen-1-ol.

Cytostatic tetrazole-butenolide conjugates: Linking tetrazole and butenolide rings via stille coupling and biological activity of the target substances

A series of tetrazoles linked to the butenolide core via benzene rings were prepared by the Stille coupling reaction of α-(tributylstannyl) butenolides and 5-(alkylsulfanyl)-1-(4-iodophenyl)tetrazoles, and the compounds were tested for antifungal and cytostatic activity. Interesting antifungal activities against the filamentous strain Absidia corymbifera, and cytostatic activities against leukemic cells HL-60 and CCRF-CEM were found. The cytostatic activity requires the presence of both the butenolide ring and the alkylsulfanyl group bound to tetrazole ring. In addition, the feasibility of Pd-coupling reactions with 5-iodotetrazoles was evaluated.