4-chloro-N'-(4-nitrobenzylidene)benzohydrazide

Base Information

• Chemical Name: 4-chloro-N'-(4-nitrobenzylidene)benzohydrazide
• CAS No.: 51771-29-0
• Molecular Formula: C₁₄H₁₀ClN₃O₃
• Molecular Weight: 303.705
• European Community (EC) Number: 659-416-1
• ChEMBL ID: CHEMBL2296367
• Mol file: 51771-29-0.mol

Synonyms:4-chloro-N'-(4-nitrobenzylidene)benzohydrazide;CHEMBL2296367;AKOS001603717;4-chloro-N'-[(1E)-(4-nitrophenyl)methylene]benzohydrazide

Chemical Property of 4-chloro-N'-(4-nitrobenzylidene)benzohydrazide

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 303.0410689
• Heavy Atom Count: 21
• Complexity: 395

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=NNC(=O)C2=CC=C(C=C2)Cl)[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1/C=N/NC(=O)C2=CC=C(C=C2)Cl)[N+](=O)[O-]

Technology Process of 4-chloro-N'-(4-nitrobenzylidene)benzohydrazide

There total 3 articles about 4-chloro-N'-(4-nitrobenzylidene)benzohydrazide 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: 99.8%

4-nitrobenzaldehdye (555-16-8) + 4-chlorobenzoic acid hydrazide (536-40-3) → 4-chloro-N'-[(1E)-4-nitrophenylmethylidene]benzohydrazide (51771-29-0)

Guidance literature:

With acetic acid; In methanol; for 0.5h; Reflux;

DOI:10.1007/s00044-012-0270-0

Reference yield:

para-chlorobenzoic acid (74-11-3) → 4-chloro-N'-[(1E)-4-nitrophenylmethylidene]benzohydrazide (51771-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 0.67 h / Reflux

2: hydrazine hydrate / ethanol / 4 h / 80 °C / Reflux

3: acetic acid / methanol / 0.5 h / Reflux

With sulfuric acid; hydrazine hydrate; acetic acid; In methanol; ethanol;

DOI:10.1007/s00044-012-0270-0

Reference yield:

ethyl 4-chlorobenzoate (7335-27-5) → 4-chloro-N'-[(1E)-4-nitrophenylmethylidene]benzohydrazide (51771-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 4 h / 80 °C / Reflux

2: acetic acid / methanol / 0.5 h / Reflux

With hydrazine hydrate; acetic acid; In methanol; ethanol;

DOI:10.1007/s00044-012-0270-0

upstream raw materials:

4-nitrobenzaldehdye

4-chlorobenzoic acid hydrazide

ethyl 4-chlorobenzoate

para-chlorobenzoic acid