1-Phenyl-1H-1,2,3-triazole-4-carbonyl chloride

Base Information

• Chemical Name: 1-Phenyl-1H-1,2,3-triazole-4-carbonyl chloride
• CAS No.: 134541-91-6
• Molecular Formula: C9H6ClN3O
• Molecular Weight: 207.619
• DSSTox Substance ID: DTXSID70567534
• Wikidata: Q82453442
• Mol file: 134541-91-6.mol

Synonyms:134541-91-6;1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBONYL CHLORIDE;1-phenyltriazole-4-carbonyl chloride;1H-1,2,3-Triazole-4-carbonyl chloride, 1-phenyl- (9CI);SCHEMBL23153549;DTXSID70567534;1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBONYLCHLORIDE

Chemical Property of 1-Phenyl-1H-1,2,3-triazole-4-carbonyl chloride

Chemical Property:

• PSA: 47.78000
• LogP: 1.64630
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 207.0199395
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-Phenyl-1H-1,2,3-triazole-4-carbonyl chloride

There total 4 articles about 1-Phenyl-1H-1,2,3-triazole-4-carbonyl chloride 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:

Phenyl azide (622-37-7) → 1-phenyl-1H-1,2,3-triazole-4-carboxylic acid chloride (134541-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(II) sulfate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C / Sealed tube

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 20 °C / Inert atmosphere

With oxalyl dichloride; copper(II) sulfate; sodium L-ascorbate; N,N-dimethyl-formamide; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1039/c4md00102h

Reference yield:

1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester (4915-97-3) → 1-phenyl-1H-1,2,3-triazole-4-carboxylic acid chloride (134541-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl, H₂O / 80 °C

2: SOCl₂ / 1 h / Heating

With hydrogenchloride; thionyl chloride; water;

DOI:10.1039/a802768d

Reference yield:

aniline (62-53-3) → 1-phenyl-1H-1,2,3-triazole-4-carboxylic acid chloride (134541-91-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium nitrite; hydrogenchloride / water / 0 °C

1.2: 0 °C

2.1: water / 12 h / 80 °C

3.1: sodium hydroxide / water / 4 h / Heating

4.1: thionyl chloride / toluene / 6 h / 85 °C

With hydrogenchloride; thionyl chloride; sodium hydroxide; sodium nitrite; In water; toluene;

DOI:10.1016/j.ejmech.2016.04.035

upstream raw materials:

1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester

Phenyl azide

aniline

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

Downstream raw materials:

Dimethyl 2-(4,5-dihydro-4,4-dimethoxyloxazol-2-yl)-1-anilinocyclobutene-3,4-dicarboxylate

N,N-Diethyl-N'-phenyl-4-chlorobenzylidenemalonamide