4-(4-Nitrophenylazo)-1H-pyrazole-3,5-diamine

Base Information

• Chemical Name: 4-(4-Nitrophenylazo)-1H-pyrazole-3,5-diamine
• CAS No.: 62679-04-3
• Molecular Formula: C9H9N7O2
• Molecular Weight: 247.216
• ChEMBL ID: CHEMBL217836
• DSSTox Substance ID: DTXSID00421993
• Nikkaji Number: J1.930.041B
• Mol file: 62679-04-3.mol

Synonyms:62679-04-3;4-(4-Nitrophenylazo)-1H-pyrazole-3,5-diamine;AF-886/30564053;4-[(4-nitrophenyl)diazenyl]-1H-pyrazole-3,5-diamine;3,5-diamino-4-({4-nitrophenyl}diazenyl)-1H-pyrazole;CHEMBL217836;SCHEMBL3837884;DTXSID00421993;AKOS005220730;AKOS024368029;diamino-4-(4-nitro-phenylazo)-1h-pyrazole

Chemical Property of 4-(4-Nitrophenylazo)-1H-pyrazole-3,5-diamine

Chemical Property:

• PSA: 144.47000
• LogP: 1.74050
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 247.08177256
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=NC2=C(NN=C2N)N)[N+](=O)[O-]

Technology Process of 4-(4-Nitrophenylazo)-1H-pyrazole-3,5-diamine

There total 5 articles about 4-(4-Nitrophenylazo)-1H-pyrazole-3,5-diamine 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:

N-(4-nitrophenyl)carbonohydrazonoyl dicyanide (3722-13-2) → 4-((4-nitrophenyl)diazenyl)-1H-pyrazole-3,5-diamine (62679-04-3)

Guidance literature:

With hydrazine hydrate;

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 4-((4-nitrophenyl)diazenyl)-1H-pyrazole-3,5-diamine (62679-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium nitrite; hydrogenchloride / water / 0 - 5 °C

2: sodium ethanolate / ethanol / 12 h / 0 - 5 °C / pH 5 - 6

3: hydrazine hydrate; pyridine / ethanol / 3 - 4 h / Reflux

With pyridine; hydrogenchloride; sodium ethanolate; hydrazine hydrate; sodium nitrite; In ethanol; water;

DOI:10.1016/j.jfluchem.2014.12.005

Reference yield:

4-nitrobenzenediazonium chloride (100-05-0) → 4-((4-nitrophenyl)diazenyl)-1H-pyrazole-3,5-diamine (62679-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethanolate / ethanol / 12 h / 0 - 5 °C / pH 5 - 6

2: hydrazine hydrate; pyridine / ethanol / 3 - 4 h / Reflux

With pyridine; sodium ethanolate; hydrazine hydrate; In ethanol;

DOI:10.1016/j.jfluchem.2014.12.005

upstream raw materials:

N-(4-nitrophenyl)carbonohydrazonoyl dicyanide

4-nitro-aniline

malononitrile

hydrazine

Downstream raw materials:

7-phenyl-3-((4-nitrophenyl)diazenyl)pyrazolo[1,5-a]pyrimidin-2-amine