39102-26-6

Basic information

• Product Name: 2-Phenyl-2H-1,2,3-triazol-4-amine
• Synonyms: 2-Phenyl-2H-1,2,3-triazol-4-amine
• CAS NO: 39102-26-6
• Molecular Formula: C₈H₈N₄
• Molecular Weight: 160.18
• Mol File: 39102-26-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Phenyl-2H-1,2,3-triazol-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-2H-1,2,3-triazol-4-amine(39102-26-6)
• EPA Substance Registry System: 2-Phenyl-2H-1,2,3-triazol-4-amine(39102-26-6)

Safety Data

• Hazardous Substances Data: 39102-26-6(Hazardous Substances Data)

Usage

Description

2-Phenyl-2H-1,2,3-triazol-4-amine is an organic compound characterized by its triazole and phenyl groups. It is a versatile chemical intermediate that can be utilized in the synthesis of various pharmaceuticals and other chemical compounds due to its unique structure and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Phenyl-2H-1,2,3-triazol-4-amine is used as a chemical intermediate for the preparation of trans-N-[1-(2-fluorophenyl)-3-pyrazolyl]-3-oxospiro[6-azaisobenzofuran-1(3H),1''-cyclohexane]-4''-carboxamide. 2-Phenyl-2H-1,2,3-triazol-4-amine is a potent and orally active neuropeptide Y Y5 receptor antagonist, which has potential applications in the treatment of various neurological and psychiatric disorders, such as anxiety, depression, and obesity, by modulating the neuropeptide Y system.

Upstream product

• 212329-34-5 2-phenyl-2H-1,2,3-triazole-4-carboxamide 
• 27200-08-4 4-nitro-2-phenyl-2H-1,2,3-triazole 
• 35472-68-5 2-nitro-2-(phenylhydrazono)acetaldehyde oxime 
• 77896-39-0 2-phenyl-2H-1,2,3-triazole 1-oxide 
• 77896-38-9 2-phenylhydrazonoglyoxal 1-oxime 
• 100-63-0 phenylhydrazine 
• 20672-18-8 2-(phenylhydrazono)ethanal 

Downstream Products

• 328232-99-1 trans-3-oxo-N-(2-phenyl-2H-1,2,3-triazol-4-yl)-3H-spiro[6-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide 

Relevant articles and documents

Trifluoromethyl sulfones and perfluoroalkanesulfonamides of the azole series

2-Phenyl-4-trifluoromethylsulfonylmethyl-2H-1,2,3-triazole was synthesized from 4-bromo-methyl-2-phenyl-2H-1,2,3-triazole and sodium trifluoromethanesulfinate CF3SO2Na. 1(2)-Ethyl-4-nitro- 1(2)H-1,2,3-triazoles and 4-nitro-2-phenyl-2H-1,2,3-triazole were reduced to the corresponding amines. Intermediate 1,2-bis(1-ethyl-1H-1,2,3-triazol-4-yl) diazene 1-oxide exists as a mixture of syn and anti isomers, the former being stabilized via formation of a strong intramolecular hydrogen bond. The reduction of 2-ethyl-4-nitro-2H-1,2,3-triazole in the presence of HCl afforded the target 4-amino-2-ethyl-2H-1,2,3-triazole and also 4-amino-5-chloro-2-ethyl-2H-1,2,3- triazole. Treatment of alkyl-substituted 4-amino-1,2,3-triazoles with trifluoromethanesulfonyl chloride and pentafluoroethanesulfonyl chloride gave N-triazolyl-substituted trifluoromethane- and pentafluoroethanesulfonamides and -imides.

Electrophilic and Nucleophilic Substitution in the Triazole N-Oxides and N-Methoxytriazolium Salts: Preparation of Substituted 1,2,3-Triazoles

2-Phenyltriazole 1-oxides are activated at C-5 towards both electrophilic and nucleophilic attack.The N-oxides can be selectively halogenated and, in turn, the halogen replaced by strong nucleophiles.On subsequent deoxygenation, the N-oxides yield halogeno-, methylthio-, and methoxy-triazoles.Methylation produces N-methoxytriazolium salts in which H-5 can be replaced by weak nucleophiles, e.g. fluoride ions.Thus fluoro-, chloro-, hydroxy-, alkoxy-, acyloxy-, amino-, substituted amino-, azido-, nitro-, mercapto-, alkylthio-, acylthio-, and cyano-substituents can be introduced in the triazole nucleus.Alternatively deprotonated N-methoxytriazolium salts react with electrophiles producing substituted triazole N-oxides.The reactions of triazole N-oxides with hydrogen chloride to give chlorotriazoles, and with acetyl chloride to give acetoxytriazoles, are explained.