4-(1H-pyrazol-3-yl)benzonitrile

Base Information

• Chemical Name: 4-(1H-pyrazol-3-yl)benzonitrile
• CAS No.: 474706-35-9
• Molecular Formula: C10H7N3
• Molecular Weight: 169.186
• Hs Code.: 2933199090
• European Community (EC) Number: 826-765-8
• Nikkaji Number: J1.923.935G,J2.607.333B
• Wikidata: Q106902732
• Mol file: 474706-35-9.mol

Synonyms:4-(1H-pyrazol-3-yl)benzonitrile;474706-35-9;4-(1H-pyrazol-5-yl)benzonitrile;3-(4-Cyanophenyl)-1H-pyrazole;MFCD01569438;4-(3-Pyrazolyl)benzonitrile;SCHEMBL1229696;KBVIWLGAVURNLR-UHFFFAOYSA-N;4-(1H-Pyrazole-5-yl)benzonitrile;ZTA70635;4-(1H-pyrazol-3-yl)-benzonitrile;BBL100733;STL554527;AKOS005255554;AKOS022908246;CS-0132472;EN300-37180;J-513222;Z381429042

Chemical Property of 4-(1H-pyrazol-3-yl)benzonitrile

Chemical Property:

• Melting Point: 140-142℃
• PSA: 52.47000
• LogP: 1.94838
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-(1H-pyrazol-3-yl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C2=CC=NN2

Technology Process of 4-(1H-pyrazol-3-yl)benzonitrile

There total 14 articles about 4-(1H-pyrazol-3-yl)benzonitrile 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: 84.0%

4-Cyanochlorobenzene (623-03-0) + potassium (1H-pyrazol-5-yl)trifluoroborate → 4-(1H-pyrazol-5-yl)benzonitrile (474706-35-9)

Guidance literature:

With palladium diacetate; sodium carbonate; ruphos; In ethanol; at 85 ℃; for 48h; Inert atmosphere;

DOI:10.1021/jo802590b

Reference yield: 79.0%

1-vinylimidazole (1072-63-5,25232-42-2) + 4-cyanobenzaldehyde (105-07-7) → 4-(1H-pyrazol-3-yl)-benzonitrile (474706-35-9)

Guidance literature:

4-cyanobenzaldehyde; With toluene-4-sulfonic acid hydrazide; In acetonitrile; at 20 ℃; for 3h;

With sodium hydroxide; In acetonitrile; at 20 ℃; for 0.333333h;

1-vinylimidazole; In acetonitrile; at 50 ℃; for 48h;

DOI:10.1021/jo0268409

Reference yield: 78.0%

3-(4-cyanophenyl)-2-propyne-1-ol (80151-16-2) → 4-(1H-pyrazol-3-yl)-benzonitrile (474706-35-9)

Guidance literature:

With silver trifluoromethanesulfonate; [bis(pyridine)iodine]⁺ tetrafluoroborate; hydrazine hydrate; In tetrahydrofuran; at 66 ℃; for 5h; Sealed tube;

upstream raw materials:

1-vinylimidazole

4-cyanobenzaldehyde

1-(4-cyanophenyl)-2-propyn-1-one

1-(4-cyanophenyl)-3-dimethylamino-2-propen-1-one

Downstream raw materials:

6-cyano-3,4-diphenylpyrazolo[5,1-a]isoquinoline

4-{1-[4-(1-hydroxypropyl)phenyl]-1H-pyrazol-3-yl}benzonitrile

4-(1-cyclopropylmethyl-1H-pyrazol-3-yl)-benzonitrile

4-(n-butyl)-6-cyano-3-(4-methoxyphenyl)pyrazolo[5,1-a]isoquinoline

Refernces

• 1、 -. "Preparation method of pyrazole derivative (by machine translation)". Paragraph 0086-0090. . Retrieved 2019/12/02.
• 2、 Audubert, Clément,Gamboa Marin, Oscar Javier,Lebel, Hélène. "Batch and Continuous-Flow One-Pot Processes using Amine Diazotization to Produce Silylated Diazo Reagents". supporting information. p. 6294 - 6297. Retrieved 2017/05/19.