4-Nitrobenzoyl chloride phenyl hydrazone

Base Information

• Chemical Name: 4-Nitrobenzoyl chloride phenyl hydrazone
• CAS No.: 20147-55-1
• Molecular Formula: C13H10ClN3O2
• Molecular Weight: 275.694
• ChEMBL ID: CHEMBL150807
• Mol file: 20147-55-1.mol

Synonyms:BRN 0960850;4-Nitrobenzoyl chloride phenyl hydrazone;BENZOYL CHLORIDE, p-NITRO-, PHENYLHYDRAZONE;20147-55-1;CHEMBL150807;LS-42610;N(4-nitro-benzimidoyl chloride)Phenylamine

Chemical Property of 4-Nitrobenzoyl chloride phenyl hydrazone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 421.4°Cat760mmHg
• Flash Point: 208.7°C
• PSA: 70.21000
• Density: 1.31g/cm³
• LogP: 4.20350
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 275.0461543
• Heavy Atom Count: 19
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Nitrobenzoyl chloride phenyl hydrazone

There total 8 articles about 4-Nitrobenzoyl chloride phenyl hydrazone 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: 78.0%

N-anilino-4-nitrobenzamide (39718-99-5) → N-phenyl-p-nitrobenzhydrazonoyl chloride (20147-55-1)

Guidance literature:

With triphenylphosphine; In tetrachloromethane; acetonitrile;

DOI:10.1021/acs.joc.8b00155

Reference yield: 71.0%

(E)-1-(4-nitrobenzylidene)-2-phenylhydrazine (149833-51-2) → p-nitrobenzaldehyde phenylhydrazonoyl chloride (20147-55-1)

Guidance literature:

With N-chlorosuccinimide-dimethyl sulfide; In dichloromethane; at -40 ℃;

DOI:10.1016/0040-4020(95)00916-7

Reference yield: 55.0%

N-anilino-4-nitrobenzamide (39718-99-5) → p-nitrobenzaldehyde phenylhydrazonoyl chloride (20147-55-1)

Guidance literature:

With phosphorus pentachloride;

DOI:10.1023/B:COHC.0000027890.05668.07

upstream raw materials:

N-anilino-4-nitrobenzamide

4-nitro-benzaldehyde phenylhydrazone

4-nitro-benzoic acid

4-nitrobenzaldehdye

Downstream raw materials:

3-(4-nitro-phenyl)-1-phenyl-(3ar,6ac)-3a,4,5,6a-tetrahydro-1H-furo[2,3-c]pyrazole

3-(4-nitro-phenyl)-1-phenyl-(3ar,8bc)-3a,8b-dihydro-1H-benzo[4,5]furo[3,2-c]pyrazole

4-ethoxy-3-(4-nitro-phenyl)-1-phenyl-1,4,5,6-tetrahydro-[1,2,4]diazaphosphinine 4-oxide

4-ethoxy-5-methyl-3-(4-nitro-phenyl)-1-phenyl-1,4,5,6-tetrahydro-[1,2,4]diazaphosphinine 4-oxide

Refernces

• 1、 Livingstone, Keith,Bertrand, Sophie,Kennedy, Alan R.,Jamieson, Craig. "Transition-Metal-Free Coupling of 1,3-Dipoles and Boronic Acids as a Sustainable Approach to C?C Bond Formation". supporting information. p. 10591 - 10597. Retrieved 2020/07/25.
• 2、 Voronin, Vladimir V.,Ledovskaya, Maria S.,Gordeev, Evgeniy G.,Rodygin, Konstantin S.,Ananikov, Valentine P.. "[3+2]-cycloaddition of in situ generated nitrile imines and acetylene for assembling of 1,3-disubstituted pyrazoles with quantitative deuterium labeling". . p. 3819 - 3828. Retrieved 2018/04/14.