5-Amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile

Base Information

• Chemical Name: 5-Amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile
• CAS No.: 58791-84-7
• Molecular Formula: C₁₁H₈Cl₂N₄
• Molecular Weight: 267.117
• DSSTox Substance ID: DTXSID801164615
• Mol file: 58791-84-7.mol

Synonyms:DTXSID801164615;5-Amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile;AKOS017557103;58791-84-7

Chemical Property of 5-Amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 266.0126017
• Heavy Atom Count: 17
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 5-Amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile

There total 4 articles about 5-Amino-1-(3,4-dichlorophenyl)-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: 79.0%

3,4-dichlorophenylhydrazine hydrochloride (19763-90-7) + (1-ethoxyethylidene)malononitrile (5417-82-3) → 5-amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile (58791-84-7)

Guidance literature:

With sodium acetate; In ethanol; for 1h; Reflux;

DOI:10.1016/j.bmcl.2013.09.062

Reference yield:

5-Amino-1-(3,4-dichloro-phenyl)-3-methyl-1H-pyrazole-4-carbothioic acid amide (101309-65-3) → 6-(3,4-Dichloro-phenyl)-4-methyl-6H-pyrazolo[3,4-c]isothiazol-3-ylamine + 5-amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile (58791-84-7)

Guidance literature:

With dihydrogen peroxide; In pyridine; Yield given. Yields of byproduct given; 1.) 0 deg C, 2 h; 2.) 24 h, r.t.;

Reference yield:

(ethoxyethylidene)malononitrile (63917-11-3) + 3,4-dichlorophenylhydrazine hydrochloride (19763-90-7) → 5-amino-1-(3,4-dichlorophenyl)-3-methyl-1H-pyrazole-4-carbonitrile (58791-84-7)

Guidance literature:

3,4-dichlorophenylhydrazine hydrochloride; With sodium acetate; In ethanol; for 0.5h; Reflux;

(ethoxyethylidene)malononitrile; for 2h; Reflux;

DOI:10.21577/0103-5053.20180150

upstream raw materials:

5-Amino-1-(3,4-dichloro-phenyl)-3-methyl-1H-pyrazole-4-carbothioic acid amide

3,4-dichlorophenylhydrazine hydrochloride

(1-ethoxyethylidene)malononitrile

(ethoxyethylidene)malononitrile