1-Methyl-3-amino-4-cyanopyrazole

Base Information

• Chemical Name: 1-Methyl-3-amino-4-cyanopyrazole
• CAS No.: 21230-50-2
• Molecular Formula: C5H6N4
• Molecular Weight: 122.129
• Hs Code.: 2933199090
• European Community (EC) Number: 813-663-3
• DSSTox Substance ID: DTXSID00442961
• Nikkaji Number: J1.494.578D
• Wikidata: Q82260596
• Mol file: 21230-50-2.mol

Synonyms:1-Methyl-3-amino-4-cyanopyrazole;21230-50-2;3-Amino-1-methyl-1H-pyrazole-4-carbonitrile;3-amino-1-methylpyrazole-4-carbonitrile;1H-Pyrazole-4-carbonitrile, 3-amino-1-methyl-;MFCD11040163;SCHEMBL174802;DTXSID00442961;FBQOIRKIQMQJNS-UHFFFAOYSA-N;BCP17729;EX-A1026;AM9770;AKOS006306538;SY034494;TS-01618;CS-0028633;FT-0645602;1-Methyl-3-amino-1H-pyrazole-4-carbonitrile;EN300-82477;Z1198305225

Chemical Property of 1-Methyl-3-amino-4-cyanopyrazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.649
• Boiling Point: 342.376 °C at 760 mmHg
• Flash Point: 160.864 °C
• PSA: 67.63000
• Density: 1.321g/cm³
• LogP: 0.45518
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 122.059246208
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

98%min ^*data from raw suppliers

1-Methyl-3-amino-4-cyanopyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C=C(C(=N1)N)C#N

Technology Process of 1-Methyl-3-amino-4-cyanopyrazole

There total 2 articles about 1-Methyl-3-amino-4-cyanopyrazole 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: 67.3%

3-Amino-4-cyanopyrazole (16617-46-2,882231-01-8) + methyl iodide (74-88-4) → 3-amino-1-methyl-1H-pyrazole-4-carbonitrile (21230-50-2) + 5-amino-4-cyano-1-methylpyrazole (5334-41-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 - 120 ℃;

DOI:10.1002/chem.201203291

Reference yield: 49.0%

methylhydrazine (60-34-4) + Ethoxymethylenemalononitrile (123-06-8) → 3-amino-1-methyl-1H-pyrazole-4-carbonitrile (21230-50-2) + 5-amino-4-cyano-1-methylpyrazole (5334-41-8)

Guidance literature:

In ethanol; at 0 - 70 ℃; for 17.5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01248

Reference yield: 69.0%

3-amino-1-methyl-1H-pyrazole-4-carbonitrile (21230-50-2) + benzonitrile (100-47-0) → C12H11N5 (1224256-30-7)

Guidance literature:

With potassium tert-butylate; at 150 ℃; for 0.05h; Microwave irradiation;

DOI:10.1021/jm901785w

upstream raw materials:

3-Amino-4-cyanopyrazole

methyl iodide

methylhydrazine

Ethoxymethylenemalononitrile

Downstream raw materials:

4-Amino-2-methyl-pyrazolo<3.4-d>pyrimidin

3-(5-Chloro-2-nitroanilino)-1-methylpyrazole-4-carbonitrile

3-(4-Trifluoromethyl-2-nitroanilino)-1-methylpyrazole-4-carbonitrile

3-(4-Bromo-2-nitroanilino)-1-methylpyrazole-4-carbonitrile

Refernces

• 1、 Paira, Priyankar,Chow, Mun Juinn,Venkatesan, Gopalakrishnan,Kosaraju, Vamsi Krishna,Cheong, Siew Lee,Klotz, Karl-Norbert,Ang, Wee Han,Pastorin, Giorgia. "Organoruthenium antagonists of human A3 adenosine receptors". . p. 8321 - 8330. Retrieved 2013/07/27.