1-Phenyl-1H-pyrazole-3-carbonitrile

Base Information

• Chemical Name: 1-Phenyl-1H-pyrazole-3-carbonitrile
• CAS No.: 18093-85-1
• Molecular Formula: C10H7N3
• Molecular Weight: 169.186
• DSSTox Substance ID: DTXSID70465369
• Nikkaji Number: J1.492.467A
• Wikidata: Q82291240
• Mol file: 18093-85-1.mol

Synonyms:1-Phenyl-1H-pyrazole-3-carbonitrile;18093-85-1;1-phenylpyrazole-3-carbonitrile;1H-Pyrazole-3-carbonitrile, 1-phenyl-;SCHEMBL4855602;DTXSID70465369;AKOS030620091;EN300-243891;Z2235409285

Chemical Property of 1-Phenyl-1H-pyrazole-3-carbonitrile

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Phenyl-1H-pyrazole-3-carbonitrile

There total 4 articles about 1-Phenyl-1H-pyrazole-3-carbonitrile 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: 86.0%

3-trimethylsilyl-1-phenylpyrazole (920984-29-8) + isocyanate de chlorosulfonyle (1189-71-5) → 1-phenyl-3-cyanopyrazole (18093-85-1)

Guidance literature:

3-trimethylsilyl-1-phenylpyrazole; isocyanate de chlorosulfonyle; In tetrachloromethane; at 20 ℃;

With hydrogenchloride; In acetone; for 0.0833333h; Heating;

DOI:10.1016/j.tet.2006.10.026

Reference yield: 81.0%

acrylonitrile (107-13-1,25014-41-9) + 3-phenylsydnone (508191-77-3) → 1-phenyl-3-cyanopyrazole (18093-85-1)

Guidance literature:

With chloranil;

DOI:10.1016/S0040-4020(01)00340-4

Reference yield:

3-phenylsydnone (508191-77-3) → 1-phenyl-3-cyanopyrazole (18093-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / toluene / Heating

2.1: CCl₄ / 20 °C

2.2: 86 percent / hydrochloric acid / acetone / 0.08 h / Heating

In tetrachloromethane; toluene;

DOI:10.1016/j.tet.2006.10.026

upstream raw materials:

acrylonitrile

3-phenylsydnone

3-trimethylsilyl-1-phenylpyrazole

isocyanate de chlorosulfonyle

Downstream raw materials:

1-phenyl-1H-pyrazole-3-carboxylic acid