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

Base Information

• Chemical Name: 5-amino-3-methyl-1H-pyrazole-4-carbonitrile
• CAS No.: 5453-07-6
• Molecular Formula: C5H6 N4
• Molecular Weight: 122.13
• Hs Code.: 2933199090
• European Community (EC) Number: 692-277-5,868-093-8
• NSC Number: 19055
• DSSTox Substance ID: DTXSID10202937
• Nikkaji Number: J379.489J,J2.447.160H
• Wikidata: Q72439418
• Mol file: 5453-07-6.mol

Synonyms:5-amino-3-methyl-1H-pyrazole-4-carbonitrile;5453-07-6;3-Amino-5-methyl-1H-pyrazole-4-carbonitrile;3-Amino-4-cyano-5-methylpyrazole;5-Amino-4-cyano-3-methylpyrazole;1204294-67-6;1H-Pyrazole-4-carbonitrile, 3-amino-5-methyl-;NSC19055;NSC 19055;3-Imino-5-methyl-2,3-dihydro-1H-pyrazole-4-carbonitrile;MFCD02020550;SCHEMBL163701;AMY2082;DTXSID10202937;CRRHJAMDQMQGKG-UHFFFAOYSA-N;HMS1629J13;3-amino-4-cyano-5-methyl-pyrazole;MFCD00128276;NSC-19055;STL560436;3-amino-4-cyano-5-methyl -pyrazole;AKOS003261382;AKOS006228718;AB03578;KD-0730;3-amino-5-methylpyrazole-4-carbonitrile;3-methyl-5-aminopyrazole-4-carbonitrile;5-amino-3-methyl-4-pyrazolecarbonitrile;5-amino-3-methylpyrazole-4-carbonitrile;5-amino-3-methyl-4-pyrazole carbonitrile;AM804026;CS-10748;SY042939;CS-0033797;FT-0732274;EN300-43406;A924100;J-516714;3-imino-5-methyl-1,2-dihydropyrazole-4-carbonitrile;Z1404601485;5-Amino-3-methyl-1H-pyrazole-4-carbonitrile, AldrichCPR;WPS

Chemical Property of 5-amino-3-methyl-1H-pyrazole-4-carbonitrile

Chemical Property:

• Vapor Pressure: 1.41E-07mmHg at 25°C
• Melting Point: 162℃
• Boiling Point: 429.4°C at 760 mmHg
• Flash Point: 213.5°C
• PSA: 78.49000
• Density: 1.32
• LogP: 0.75318
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 122.059246208
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NN1)N)C#N

Technology Process of 5-amino-3-methyl-1H-pyrazole-4-carbonitrile

There total 9 articles about 5-amino-3-methyl-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: 92.0%

(1-ethoxyethylidene)malononitrile (5417-82-3) → 5-amino-3-methyl-1H-pyrazole-4-carbonitrile (5453-07-6,1204294-67-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 1.5h;

DOI:10.1002/bkcs.12490

Reference yield: 90.0%

benzyl 5-amino-4-cyano-3-methyl-1H-pyrazole-1-carboxylate (1202180-98-0) → 5-amino-3-methyl-1H-pyrazole-4-carbonitrile (5453-07-6,1204294-67-6)

Guidance literature:

With methanol; isopropylamine; at 20 ℃; for 2h;

DOI:10.1021/cc900063y

Reference yield: 38.0%

acetyl chloride (75-36-5) + malononitrile (109-77-3) → 5-amino-3-methyl-1H-pyrazole-4-carbonitrile (5453-07-6,1204294-67-6)

Guidance literature:

acetyl chloride; malononitrile; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;

With dimethyl sulfate; In tetrahydrofuran; mineral oil; for 3h; Reflux;

With hydrazine hydrate; triethylamine; In tetrahydrofuran; mineral oil; for 1h; Reflux;

DOI:10.1021/acs.jmedchem.1c00135

upstream raw materials:

(1-ethoxyethylidene)malononitrile

benzyl 5-amino-4-cyano-3-methyl-1H-pyrazole-1-carboxylate

acetylmalonodinitrile

hydrazine hydrochloride

Downstream raw materials:

7-methyl-4-oxo-3-phenethyl-3,4-dihydropyrazolo[5,1-d]-[1,2,3,5]tetrazine-8-carbonitrile

7-methyl-4-oxo-3-phenyl-3,4-dihydropyrazolo[5,1-d][1,2,3,5]tetrazine-8-carbonitrile

3-benzyl-7-methyl-4-oxo-3,4-dihydropyrazolo[5,1-d]-[1,2,3,5]tetrazine-8-carbonitrile

7-(2,5-dichlorophenyl)-2-methyl-pyrazolo(1,5-a)pyrimidine-3-carbonitrile