N'-benzoyl-4-nitrobenzohydrazide

Base Information

• Chemical Name: N'-benzoyl-4-nitrobenzohydrazide
• CAS No.: 6781-65-3
• Molecular Formula: C14H11 N3 O4
• Molecular Weight: 285.259
• NSC Number: 159531
• DSSTox Substance ID: DTXSID70395177
• Nikkaji Number: J1.359.338H
• Wikidata: Q82195091
• ChEMBL ID: CHEMBL326505
• Mol file: 6781-65-3.mol

Synonyms:N'-benzoyl-4-nitrobenzohydrazide;6781-65-3;NSC159531;CBDivE_009561;CHEMBL326505;SCHEMBL4929277;DTXSID70395177;N'-(4-Nitrobenzoyl)benzhydrazide;STK414240;AKOS002969963;NSC-159531;4-nitro-N'-(phenylcarbonyl)benzohydrazide;I+/--Benzoyl-I(2)-p-nitrobenzoyl-hydrazid;SR-01000200760;SR-01000200760-1;Z30187023

Chemical Property of N'-benzoyl-4-nitrobenzohydrazide

Chemical Property:

• Boiling Point: 583.9°Cat760mmHg
• Flash Point: 306.9°C
• Density: 1.359g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 285.07495584
• Heavy Atom Count: 21
• Complexity: 394

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NNC(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of N'-benzoyl-4-nitrobenzohydrazide

There total 12 articles about N'-benzoyl-4-nitrobenzohydrazide 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: 86.0%

N-amino-(4-nitrophenyl)carboxamide (636-97-5) + Z-2-methoxycarbonylmethylene-5-phenyl-2,3-dihydro-3-furanone (142273-50-5) → methyl [3-hydroxy-2-(4-nitrobenzoyl)-4-oxo-6-phenyl-1,2,3,4-tetrahydropyridazin-3-yl]acetate + N'-benzoyl-4-nitrobenzohydrazide (6781-65-3)

Guidance literature:

In ethanol; Heating;

DOI:10.1134/S1070428007060115

Reference yield: 81.0%

benzoic acid hydrazide (613-94-5) + 4-nitro-benzoyl chloride (122-04-3) → N'-benzoyl-4-nitrobenzohydrazide (6781-65-3)

Guidance literature:

In water; toluene; for 10h;

Reference yield: 76.0%

benzoyl chloride (98-88-4) + N-amino-(4-nitrophenyl)carboxamide (636-97-5) → N'-benzoyl-4-nitrobenzohydrazide (6781-65-3)

Guidance literature:

With N,N-dimethyl acetamide; at 0 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.bmc.2014.02.013

upstream raw materials:

N-benzoyl-N'-isopropylidene-N-(4-nitro-benzoyl)-hydrazine

benzoyl chloride

N-amino-(4-nitrophenyl)carboxamide

benzoic acid hydrazide

Downstream raw materials:

2-(4-nitrophenyl)-5-phenyl-1,3,4-oxadiazole

4-oxo-4(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenylamino)butanoic acid

4-fluoro-N-(4-(5-phenyl-1,3,4-oxadiazole-2-yl)phenyl)benzamide

4-chloro-N-(4-(5-phenyl-1,3,4-oxadiazole-2-yl)phenyl)benzamide

Refernces

• 1、 Conole, Daniel,Beck, Thorsten M.,Jay-Smith, Morgan,Tingle, Malcolm D.,Eason, Charles T.,Brimble, Margaret A.,Rennison, David. "Synthesis and methemoglobinemia-inducing properties of benzocaine isosteres designed as humane rodenticides". supporting information. p. 2220 - 2235. Retrieved 2014/04/17.
• 2、 Gierczyk, Blazej,Zalas, MacIej,Kazmierczak, Marcin,Grajewski, Jakub,Pankiewicz, Radoslaw,Wyrzykiewicz, Bozena. "17O NMR studies of substituted 1,3,4-oxadiazoles". experimental part. p. 648 - 654. Retrieved 2012/01/06.