33898-72-5

Basic information

• Product Name: 1-BENZYL-1H-TETRAZOLE-5-THIOL
• Synonyms: 1-(benzyl)-2H-tetrazole-5-thione;1-(phenylmethyl)-2H-1,2,3,4-tetrazole-5-thione;1-(phenylmethyl)-2H-tetrazole-5-thione
• CAS NO: 33898-72-5
• Molecular Formula: C₈H₈N₄S
• Molecular Weight: 192.24
• Mol File: 33898-72-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 276.8 °C at 760 mmHg
• Flash Point: 121.2 °C
• Appearance: /
• Density: 1.39 g/cm³
• Vapor Pressure: 0.00471mmHg at 25°C
• Refractive Index: 1.724
• CAS DataBase Reference: 1-BENZYL-1H-TETRAZOLE-5-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-1H-TETRAZOLE-5-THIOL(33898-72-5)
• EPA Substance Registry System: 1-BENZYL-1H-TETRAZOLE-5-THIOL(33898-72-5)

Safety Data

• Hazardous Substances Data: 33898-72-5(Hazardous Substances Data)

Usage

General Description

1-Benzyl-1H-tetrazole-5-thiol is a chemical compound with the molecular formula C9H8N4S. It is a heterocyclic organic compound containing a benzyl group and a tetrazole ring with a thiol group attached to the fifth carbon. 1-BENZYL-1H-TETRAZOLE-5-THIOL is used in various chemical reactions and processes, including as a precursor in the synthesis of pharmaceuticals and in the development of new materials. It is also of interest in research for its potential biological and industrial applications. 1-Benzyl-1H-tetrazole-5-thiol has potential uses in the fields of drug discovery and material science due to its unique structure and chemical properties.

InChI:InChI=1/C8H8N4S/c13-8-9-10-11-12(8)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,11,13)

Upstream product

• 622-78-6 Benzyl isothiocyanate 
• 13431-41-9 4-benzylthiosemicarbazide 
• 13078-31-4 N-benzyl-1,2,3,4-thiatriazol-5-amine 
• 6392-77-4 methyl N-(benzyl)carbamodithioate 

Downstream Products

• 53078-74-3 1-benzyl-5-methylsulfanyl-1H-tetrazole 
• 53798-95-1 1-benzyl-4,5-dihydro-1H-1,2,3,4-tetrazol-5-one 
• 1618101-10-2 1-benzyl-5-[(3,5-dinitrobenzyl)sulfanyl]-1H-tetrazole 
• 1296865-61-6 1-benzyl-5-[(3-bromopropyl)thio]-1H-tetrazole 
• 1043192-79-5 5,5'-[1,3-propanediylbis(thio)]bis(1-benzyl-1H-tetrazole) 
• 1296865-68-3 5-[3-(1-benzyl-1H-tetrazol-5-ylthio)propylthio]-4-ethyl-2,4-dihydro-3H-1,2,4-triazol-3-one 
• 1296865-67-2 1-benzyl-5-[3-(1-cyclopropyl-1H-tetrazol-5-ylthio)propylthio]-1H-tetrazole 
• 1296865-66-1 1-benzyl-5-[3-(1-ethyl-1H-tetrazol-5-ylthio)propylthio]-1H-tetrazole 
• 1296865-65-0 2-[3-(1-benzyl-1H-tetrazol-5-ylthio)propyl]-6-bromo-1,2,3,4-tetrahydroisoquinoline 
• 1296865-64-9 2-[3-(1-benzyl-1H-tetrazol-5-ylthio)propyl]-1,2,3,4-tetrahydroisoquinoline 
• 1296865-63-8 3-(1-benzyl-1H-tetrazol-5-ylthio)-N-methyl-N-phenethylpropan-1-amine 
• 1296865-62-7 3-(1-benzyl-1H-tetrazol-5-ylthio)-N,N-di-n-propylpropan-1-amine 
• 1296865-69-4 5-[3-(1-benzyl-1H-tetrazol-5-ylthio)propylthio]-4-(2,5-dichlorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one 

Relevant articles and documents

Mechanism of the zinc-catalyzed addition of azide ion to unsaturated compounds: Synthesis of 5-substituted 1Н-tetrazoles from nitriles and of 1-substituted 1Н-tetrazole-5-thiols from isothiocyanates

The mechanism of the formation of 5-substituted 1H-tetrazoles from organic nitriles and thiocyanates in the presence of NaN3 and ZnCl2 in aliphatic alcohols was studied. The results of this study allowed efficient methods of synthesis of substituted tetrazoles from nitriles, thiocyanates, and isothiocyanates to be proposed.

A facile one-pot synthesis of 1-substituted tetrazole-5-thiones and 1-substituted 5-alkyl(aryl)sulfanyltetrazoles from organic isothiocyanates

Treatments of organic isothiocyanates (R-NCS) with NaN3 in the presence of pyridine in water at room temperature gave corresponding various organic tetrazole-thiones, [S=CN4(R)] (R = alkyl or aryl). Isolated products are obtained as white or yellow solids in good yields (76-97%). The molecular structure by X-ray diffraction study for one of products shows the proposed formation. In addition, one-pot synthesis of 1- substituted 5-alkyl(or aryl)sulfanyltetrazoles has been demonstrated. Addition of alkyl or aryl halides into the mixture of organic isothiocyanates, NaN3, and pyridine in water at room temperature exclusively formed 1- substituted 5-alkyl(or aryl)sulfanyltetrazoles (S-derivatives) in high yields.

Dopamine-β-hydroxylase inhibitors and use thereof

The compounds of this invention are 1-phenylalkyl-2-mercaptotetrazole compounds which are dopamine-β-hydroxylase inhibitors.