1H-Pyrazole-4-carbonitrile, 3-methyl-1-phenyl-

Base Information

• Chemical Name: 1H-Pyrazole-4-carbonitrile, 3-methyl-1-phenyl-
• CAS No.: 18093-92-0
• Molecular Formula: C11H9N3
• Molecular Weight: 183.213
• DSSTox Substance ID: DTXSID50396324
• Nikkaji Number: J2.517.741J
• Wikidata: Q82196976
• Mol file: 18093-92-0.mol

Synonyms:18093-92-0;3-methyl-1-phenyl-1h-pyrazole-4-carbonitrile;1H-Pyrazole-4-carbonitrile, 3-methyl-1-phenyl-;DTXSID50396324;AKOS002803144;1-Phenyl-3-methyl-1H-pyrazole-4-carbonitrile;EN300-1460963

Chemical Property of 1H-Pyrazole-4-carbonitrile, 3-methyl-1-phenyl-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 183.079647300
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C=C1C#N)C2=CC=CC=C2

Technology Process of 1H-Pyrazole-4-carbonitrile, 3-methyl-1-phenyl-

There total 10 articles about 1H-Pyrazole-4-carbonitrile, 3-methyl-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: 95.0%

3-Methyl-1-phenyl-1H-pyrazole-4-carbaldehyde oxime (96286-04-3) → 3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile (18093-92-0)

Guidance literature:

With acetic anhydride; at 140 - 150 ℃; for 3h;

Reference yield: 65.0%

C12H10N2 → 3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile (18093-92-0)

Guidance literature:

With 2-methylpyridine N-oxide; tert.-butylnitrite; In tetrahydrofuran; at 70 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00147

Reference yield: 52.0%

5-amino-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile (5346-56-5) → 3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile (18093-92-0)

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; Heating;

DOI:10.1002/jhet.5570280625

upstream raw materials:

5-amino-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile

3-Methyl-1-phenyl-1H-pyrazole-4-carbaldehyde oxime

3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde

4-bromo-3-methyl-1-phenyl-1H-pyrazole

Downstream raw materials:

3-methyl-1-phenyl-1H-pyrazole

Ethyl 2-<4-(1-phenyl-3-methylpyrazolyl)>-4-thiazolylacetate hydrochloride

2-<4-(1-Phenyl-3-methylpyrazolyl)>-4-thiazolylacetic acid

2-<4-(1-Phenyl-3-methylpyrazolyl)>-4-thiazolylcarboxylic acid

Refernces

• 1、 Mojzych, Mariusz,Rykowski, Andrzej. "Transformations of phenylhydrazones of 5-acyl-1,2,4-triazines to pyrazolo[4,3-e][1,2,4]triazines or 4-cyanopyrazole". . p. 1003 - 1007. Retrieved 2008/03/29.
• 2、 Fradkina, S. P.,Kvitko, I. Ya.,Alam, L. V.,Fedorova, N. S.. "GROUP DIPOLE MOMENTS OF SUBSTITUENTS AT POSITIONS 4 AND 5 OF NITROGEN-CONTAINING FIVE-MEMBERED HETEROCYCLES". . p. 191 - 196. Retrieved 2007/10/02.