1-Phenyl-5-amino-1,2,3-triazole-4-nitrile

Base Information

• Chemical Name: 1-Phenyl-5-amino-1,2,3-triazole-4-nitrile
• CAS No.: 20271-39-0
• Molecular Formula: C9H7N5
• Molecular Weight: 185.188
• DSSTox Substance ID: DTXSID70372741
• Nikkaji Number: J2.930.149B
• Wikidata: Q82160601
• Mol file: 20271-39-0.mol

Synonyms:1-Phenyl-5-amino-1,2,3-triazole-4-nitrile;20271-39-0;5-amino-1-phenyltriazole-4-carbonitrile;SCHEMBL544268;DTXSID70372741;AKOS004904414;FT-0761282;1-Phenyl-5-amino-1H-1,2,3-triazole-4-carbonitrile

Chemical Property of 1-Phenyl-5-amino-1,2,3-triazole-4-nitrile

Chemical Property:

• PSA: 80.52000
• LogP: 1.30238
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 185.07014524
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

95% ^*data from raw suppliers

1-PHENYL-5-AMINO-1,2,3-TRIAZOLE-4-NITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=C(N=N2)C#N)N

Technology Process of 1-Phenyl-5-amino-1,2,3-triazole-4-nitrile

There total 6 articles about 1-Phenyl-5-amino-1,2,3-triazole-4-nitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

7-chloro-3-phenyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine (17466-00-1) → 5-amino-1-phenyl-1H-1,2,3-triazole-4-carbonitrile (20271-39-0)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -100 ℃; for 0.00833333h;

DOI:10.1248/cpb.39.2793

Reference yield: 60.0%

Phenyl azide (622-37-7) + malononitrile (109-77-3) → 5-amino-1-phenyl-1H-1,2,3-triazole-4-carbonitrile (20271-39-0)

Guidance literature:

malononitrile; With sodium ethanolate; In ethanol; at 20 ℃; for 0.25h;

Phenyl azide; In ethanol; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2018.10.071

Reference yield:

aniline (62-53-3) → 5-amino-1-phenyl-1H-1,2,3-triazole-4-carbonitrile (20271-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylnitrite; trimethylsilylazide / acetonitrile / 4.67 h / 60 °C / Automated synthesizer

2: acetonitrile / 4.5 h / 60 °C / 5171.62 Torr / Automated synthesizer

With tert.-butylnitrite; trimethylsilylazide; In acetonitrile;

DOI:10.1039/c0ob00815j

upstream raw materials:

5-amino-1-phenyl-1H-1,2,3-triazole-4-carboxamide

7-chloro-3-phenyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine

Phenyl azide

malononitrile

Downstream raw materials:

1-phenyl-1H-1,2,3-triazole-4-carbonitrile

4-Amino-1-phenyl-1H-bis[1,2,3]triazolo[1,5-a;4',5'-e]pirimidine-6-carboxylic acid ethyl ester

4-amino-1,6-diphenyl-1H-bis<1,2,3>triazolo<1,5-a:4',5'-e>pyrimidine