5-AMINO-1,3-DIMETHYL-1H-PYRAZOLE-4-CARBONITRILE

Base Information

• Chemical Name: 5-AMINO-1,3-DIMETHYL-1H-PYRAZOLE-4-CARBONITRILE
• CAS No.: 54820-92-7
• Molecular Formula: C6H8N4
• Molecular Weight: 136.156
• Hs Code.: 2933199090
• Mol file: 54820-92-7.mol

Synonyms:Pyrazole-4-carbonitrile,5-amino-1,3-dimethyl- (6CI);1,3-Dimethyl-5-amino-4-cyanopyrazole;5-Amino-1,3-dimethyl-1H-pyrazole-4-carbonitrile;5-Amino-1,3-dimethyl-4-pyrazolecarbonitrile;5-Amino-4-cyano-1,3-dimethylpyrazole;NSC 1650;NSC 221276;

Chemical Property of 5-AMINO-1,3-DIMETHYL-1H-PYRAZOLE-4-CARBONITRILE

Chemical Property:

• Boiling Point: 327.3 °C at 760 mmHg
• Flash Point: 151.7 °C
• PSA: 67.63000
• Density: 1.26 g/cm³
• LogP: 0.76358

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-1,3-dimethyl-1H-pyrazole-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-AMINO-1,3-DIMETHYL-1H-PYRAZOLE-4-CARBONITRILE

There total 5 articles about 5-AMINO-1,3-DIMETHYL-1H-PYRAZOLE-4-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: 91.0%

methylhydrazine (60-34-4) + (1-ethoxyethylidene)malononitrile (5417-82-3) → 1,3-dimethyl-5-amino-1H-pyrazole-4-carbonitrile (54820-92-7)

Guidance literature:

In ethanol; for 2.5h; Heating / reflux;

Reference yield: 42.0%

2-cyano-3-ethoxythiocrotonamide (89943-20-4) + methylhydrazine (60-34-4) → 1,3-dimethyl-5-amino-1H-pyrazole-4-carbonitrile (54820-92-7) + 1,3-dimethyl-4-thiocarbamoyl-5-aminopyrazole (101309-71-1)

Guidance literature:

In water; Ambient temperature;

DOI:10.1002/jhet.5570220434

Reference yield:

2-(methoxyethylidene)propanedinitrile (5515-16-2) + methyl hydrazine hydrochloride (7339-53-9,55330-60-4,88216-08-4) → 1,3-dimethyl-5-amino-1H-pyrazole-4-carbonitrile (54820-92-7)

Guidance literature:

With triethylamine; at 80 ℃;

DOI:10.1111/cbdd.12319

upstream raw materials:

methylhydrazine

(1-ethoxyethylidene)malononitrile

2-cyano-3-ethoxythiocrotonamide

acetylmalonodinitrile

Downstream raw materials:

5-Amino-1,3-dimethylpyrazole

5-amino-1,3-dimethyl-1H-pyrazole-4-carboxamide

4-amino-1,3-dimethyl-1H-pyrazolo<3,4-d>pyrimidine

N-(3-chloro-5-(((4-cyano-1,3-dimethyl-1H-pyrazol-5-yl)amino)methyl)-2-hydroxyphenyl)propionamide

Refernces

• 1、 Fandrick, Daniel R.,Sanyal, Sanjit,Kaloko, Joseph,Mulder, Jason A.,Wang, Yuwen,Wu, Ling,Lee, Heewon,Roschangar, Frank,Hoffmann, Matthias,Senanayake, Chris H.. "A Michael Equilibration Model to Control Site Selectivity in the Condensation toward Aminopyrazoles". supporting information. p. 2964 - 2967. Retrieved 2015/06/30.
• 2、 Mizuhara, Tsukasa,Kato, Takayuki,Hirai, Atsushi,Kurihara, Hideki,Shimada, Yasuhiro,Taniguchi, Masahiko,Maeta, Hideki,Togami, Hiroaki,Shimura, Kazuya,Matsuoka, Masao,Okazaki, Shiho,Takeuchi, Tomoki,Ohno, Hiroaki,Oishi, Shinya,Fujii, Nobutaka. "Structure-activity relationship study of phenylpyrazole derivatives as a novel class of anti-HIV agents". . p. 4557 - 4561. Retrieved 2013/08/23.