4-Amino-5-methyl-1H-pyrazole-3-carboxylic acid 2-(2-chlorophenyl)hydrazide

Base Information

• Chemical Name: 4-Amino-5-methyl-1H-pyrazole-3-carboxylic acid 2-(2-chlorophenyl)hydrazide
• CAS No.: 81016-57-1
• Molecular Formula: C11H12ClN5O
• Molecular Weight: 265.6989
• DSSTox Substance ID: DTXSID601001710
• Wikidata: Q82995715

Synonyms:81016-57-1;4-Amino-5-methyl-1H-pyrazole-3-carboxylic acid 2-(2-chlorophenyl)hydrazide;1H-Pyrazole-3-carboxylic acid, 4-amino-5-methyl-, 2-(2-chlorophenyl)hydrazide;DTXSID601001710;4-amino-N'-(2-chlorophenyl)-5-methyl-1H-pyrazole-3-carbohydrazide;LS-128265

Chemical Property of 4-Amino-5-methyl-1H-pyrazole-3-carboxylic acid 2-(2-chlorophenyl)hydrazide

Chemical Property:

• Boiling Point: 485.6°Cat760mmHg
• Flash Point: 247.5°C
• Density: 1.482g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 265.0730377
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=NN1)C(=O)NNC2=CC=CC=C2Cl)N

Technology Process of 4-Amino-5-methyl-1H-pyrazole-3-carboxylic acid 2-(2-chlorophenyl)hydrazide

There total 3 articles about 4-Amino-5-methyl-1H-pyrazole-3-carboxylic acid 2-(2-chlorophenyl)hydrazide 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: 68.0%

5-Methyl-4-nitro-2H-pyrazole-3-carboxylic acid N'-(2-chloro-phenyl)-hydrazide (81016-51-5) → 4-Amino-5-methyl-2H-pyrazole-3-carboxylic acid N'-(2-chloro-phenyl)-hydrazide (81016-57-1)

Guidance literature:

With hydrazine; palladium on activated charcoal; In methanol; for 0.0833333h; Heating;

DOI:10.1055/s-1982-29705

Reference yield:

2,7-dimethyl-3,8-dinitrodipyrazolo[1,5-a;1',5'-d]pyrazine-4,9-dione (80030-73-5) → 4-Amino-5-methyl-2H-pyrazole-3-carboxylic acid N'-(2-chloro-phenyl)-hydrazide (81016-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 1.) KOH / methanol / 1.) 1h; 2.) room temp., overnight

2: 68 percent / hydrazine / 5percent Pd-C / methanol / 0.08 h / Heating

With potassium hydroxide; hydrazine; palladium on activated charcoal; In methanol;

DOI:10.1055/s-1982-29705

Reference yield:

o-chlorophenylhydrazine hydrochloride (41052-75-9) → 4-Amino-5-methyl-2H-pyrazole-3-carboxylic acid N'-(2-chloro-phenyl)-hydrazide (81016-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 1.) KOH / methanol / 1.) 1h; 2.) room temp., overnight

2: 68 percent / hydrazine / 5percent Pd-C / methanol / 0.08 h / Heating

With potassium hydroxide; hydrazine; palladium on activated charcoal; In methanol;

DOI:10.1055/s-1982-29705

upstream raw materials:

5-Methyl-4-nitro-2H-pyrazole-3-carboxylic acid N'-(2-chloro-phenyl)-hydrazide

2,7-dimethyl-3,8-dinitrodipyrazolo[1,5-a;1',5'-d]pyrazine-4,9-dione

o-chlorophenylhydrazine hydrochloride

Downstream raw materials:

6-(2-Chloro-phenylamino)-3-methyl-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one

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