1H-1,2,3-Triazole-4-carbonitrile, 5-phenyl-1-(phenylmethyl)-

Base Information

• Chemical Name: 1H-1,2,3-Triazole-4-carbonitrile, 5-phenyl-1-(phenylmethyl)-
• CAS No.: 89844-78-0
• Molecular Formula: C16H12N4
• Molecular Weight: 260.298
• DSSTox Substance ID: DTXSID60469619
• Nikkaji Number: J3.129.792C
• Wikidata: Q82297417
• Mol file: 89844-78-0.mol

Synonyms:89844-78-0;1-Benzyl-5-phenyl-1H-1,2,3-triazole-4-carbonitrile;1H-1,2,3-Triazole-4-carbonitrile, 5-phenyl-1-(phenylmethyl)-;DTXSID60469619

Chemical Property of 1H-1,2,3-Triazole-4-carbonitrile, 5-phenyl-1-(phenylmethyl)-

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 260.106196400
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(=C(N=N2)C#N)C3=CC=CC=C3

Technology Process of 1H-1,2,3-Triazole-4-carbonitrile, 5-phenyl-1-(phenylmethyl)-

There total 12 articles about 1H-1,2,3-Triazole-4-carbonitrile, 5-phenyl-1-(phenylmethyl)- 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: 92.0%

3-Phenyl-2-propynonitrile (935-02-4) + benzyl azide (622-79-7) → 1-benzyl-5-phenyl-1H-[1,2,3]triazole-4-carbonitrile (89844-78-0)

Guidance literature:

With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); In 1,4-dioxane; at 60 ℃; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.8b00424

Reference yield: 91.0%

3-Phenyl-2-propynonitrile (935-02-4) + benzyl azide (622-79-7) → 3-benzyl-5-phenyl-3H-[1,2,3]triazole-4-carbonitrile + 1-benzyl-5-phenyl-1H-[1,2,3]triazole-4-carbonitrile (89844-78-0)

Guidance literature:

With nickelocene; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dichloromethane; at 20 ℃; for 24h; regioselective reaction; Catalytic behavior;

DOI:10.1039/d0ob00579g

Reference yield: 85.0%

Benzoylacetonitrile (614-16-4) + benzyl alcohol (100-51-6,185532-71-2) → 1-benzyl-5-phenyl-1H-[1,2,3]triazole-4-carbonitrile (89844-78-0)

Guidance literature:

benzyl alcohol; With sodium azide; tetra-(n-butyl)ammonium iodide; triethylamine; N-tosylimidazole; In N,N-dimethyl-formamide; at 80 ℃; for 10h;

Benzoylacetonitrile; With potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 20 - 80 ℃; for 12h;

DOI:10.1002/ejoc.201200830

upstream raw materials:

3-Phenyl-2-propynonitrile

benzyl azide

Benzoylacetonitrile

benzyl alcohol