1H-Pyrazole-3-carboxylic acid, 4-amino-5-methyl-, 2-(4-methylphenyl)hydrazide

Base Information

• Chemical Name: 1H-Pyrazole-3-carboxylic acid, 4-amino-5-methyl-, 2-(4-methylphenyl)hydrazide
• CAS No.: 81016-53-7
• Molecular Formula: C12H15 N5 O
• Molecular Weight: 245.2804
• DSSTox Substance ID: DTXSID10230856
• Wikidata: Q83111597
• Mol file: 81016-53-7.mol

Synonyms:4-Amino-5-methyl-1H-pyrazole-3-carboxylic acid 2-(4-methylphenyl)hydrazide;1H-Pyrazole-3-carboxylic acid, 4-amino-5-methyl-, 2-(4-methylphenyl)hydrazide;81016-53-7;DTXSID10230856;LS-128270

Chemical Property of 1H-Pyrazole-3-carboxylic acid, 4-amino-5-methyl-, 2-(4-methylphenyl)hydrazide

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 245.12766012
• Heavy Atom Count: 18
• Complexity: 290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NNC(=O)C2=NNC(=C2N)C

Technology Process of 1H-Pyrazole-3-carboxylic acid, 4-amino-5-methyl-, 2-(4-methylphenyl)hydrazide

There total 3 articles about 1H-Pyrazole-3-carboxylic acid, 4-amino-5-methyl-, 2-(4-methylphenyl)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: 62.0%

5-Methyl-4-nitro-2H-pyrazole-3-carboxylic acid N'-p-tolyl-hydrazide (81016-47-9) → 4-Amino-5-methyl-2H-pyrazole-3-carboxylic acid N'-p-tolyl-hydrazide (81016-53-7)

Guidance literature:

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

DOI:10.1055/s-1982-29705

Reference yield:

p-tolylhydrazine hydrochloride (637-60-5,35467-65-3) → 4-Amino-5-methyl-2H-pyrazole-3-carboxylic acid N'-p-tolyl-hydrazide (81016-53-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 62 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:

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'-p-tolyl-hydrazide (81016-53-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 62 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'-p-tolyl-hydrazide

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

p-tolylhydrazine hydrochloride

Downstream raw materials:

3-Methyl-6-p-tolylamino-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one

Refernces