1H-1,2,3-Triazole, 4,5-bis(bromomethyl)-1-phenyl-

Base Information

• Chemical Name: 1H-1,2,3-Triazole, 4,5-bis(bromomethyl)-1-phenyl-
• CAS No.: 143850-00-4
• Molecular Formula: C10H9Br2N3
• Molecular Weight: 331.01
• DSSTox Substance ID: DTXSID00470769
• Wikidata: Q82298938

Synonyms:1H-1,2,3-Triazole, 4,5-bis(bromomethyl)-1-phenyl-;143850-00-4;DTXSID00470769

Chemical Property of 1H-1,2,3-Triazole, 4,5-bis(bromomethyl)-1-phenyl-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 330.91427
• Heavy Atom Count: 15
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1H-1,2,3-Triazole, 4,5-bis(bromomethyl)-1-phenyl-

There total 2 articles about 1H-1,2,3-Triazole, 4,5-bis(bromomethyl)-1-phenyl- 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: 78.0%

1-phenyl-4,5-bis(hydroxymethyl)-1,2,3-triazole (51808-10-7) → 4,5-bis(bromomethyl)-1-phenyl-1,2,3-triazole (143850-00-4)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at -5 ℃; for 12h;

DOI:10.1016/S0040-4039(00)60120-X

Reference yield:

1-phenyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid dimethyl ester (17304-69-7) → 4,5-bis(bromomethyl)-1-phenyl-1,2,3-triazole (143850-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / NaBH₄ / ethanol / 12 h / 20 °C

2: 78 percent / PBr₃ / CH₂Cl₂ / 12 h / -5 °C

With sodium tetrahydroborate; phosphorus tribromide; In ethanol; dichloromethane;

DOI:10.1016/S0040-4039(00)60120-X

Reference yield: 68.0%

4,5-bis(bromomethyl)-1-phenyl-1,2,3-triazole (143850-00-4) + dimethyl acetylenedicarboxylate (762-42-5) → 1-Phenyl-1H-benzotriazole-5,6-dicarboxylic acid dimethyl ester (143850-04-8)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; at 140 ℃; for 0.25h; microwave irradiation;

DOI:10.1055/s-2006-932460

upstream raw materials:

1-phenyl-4,5-bis(hydroxymethyl)-1,2,3-triazole

1-phenyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid dimethyl ester

Downstream raw materials:

4,5-dihydro-4,5-dimethylene-1-phenyl-1,2,3-triazole

1-Phenyl-4,6-dihydro-1H-cyclopentatriazole-5,5-dicarboxylic acid diethyl ester

6-Methyl-1-phenyl-4,4a,7a,8-tetrahydro-1H-pyrrolo[3',4':4,5]benzo[1,2-d][1,2,3]triazole-5,7-dione

1-Phenyl-4,7-dihydro-1H-[1,2,3]triazolo[4,5-d]pyridazine-5,6-dicarboxylic acid diethyl ester

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