N-hydroxy-3-nitrobenzamide

Base Information

• Chemical Name: N-hydroxy-3-nitrobenzamide
• CAS No.: 7335-34-4
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• DSSTox Substance ID: DTXSID00403259
• Nikkaji Number: J2.815.069E
• Wikidata: Q82206880
• ChEMBL ID: CHEMBL2436428
• Mol file: 7335-34-4.mol

Synonyms:N-hydroxy-3-nitrobenzamide;Benzamide, N-hydroxy-3-nitro-;3-nitrobenzohydroxamic acid;7335-34-4;SCHEMBL297043;CHEMBL2436428;3-nitrobenzenecarbohydroxamic acid;DTXSID00403259;AKOS000192549

Chemical Property of N-hydroxy-3-nitrobenzamide

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 182.03275668
• Heavy Atom Count: 13
• Complexity: 213

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C(=O)NO

Technology Process of N-hydroxy-3-nitrobenzamide

There total 8 articles about N-hydroxy-3-nitrobenzamide 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: 95.0%

m-nitrobenzoic acid chloride (121-90-4) → 3-nitro benzhydroxamic acid (7335-34-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 0.0833333h;

Reference yield: 93.0%

methyl 3-nitrobenzoate (618-95-1) → 3-nitro benzhydroxamic acid (7335-34-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In methanol; at 20 ℃; pH=> 10;

DOI:10.1021/acs.orglett.8b03388

Reference yield: 72.0%

3-nitrobenzaldoxime (3431-62-7,20747-39-1) → 3-nitro benzhydroxamic acid (7335-34-4)

Guidance literature:

With [hydroxy(tosyloxy)iodo]benzene; In chloroform; at 20 - 60 ℃; for 2.16667h;

DOI:10.1039/b917096k

upstream raw materials:

m-nitrobenzoic acid chloride

tetrachloromethane

ethanol

ethyl 3-nitrobenzoate

Downstream raw materials:

3-hydroxy-2-(3-nitrobenzoyl)-4-phenyl-2H-isoxazol-5-one

oxo hydroxo bis-(3-nitro benzhydroxamato) vanadium (V)

5-methoxycarbonylmethyl-3-(3-nitro-phenyl)-[1,4,2]dioxazole-5-carboxylic acid methyl ester

O-<3-Nitro-phenylcarbamoyl>-3-nitro-benzhydroxamsaeure

Refernces

• 1、 Aghahosseini, Hamideh,Ramazani, Ali,Jalayer, Nastaran Safarvand,Ranjdoost, Zahra,Souldozi, Ali,?lepokura, Katarzyna,Lis, Tadeusz. "Vinylphosphonium Salt-Mediated Reactions: A One-Pot Condensation Approach for the Highly cis-Selective Synthesis of N-Benzoylaziridines and the Green Synthesis of 1,4,2-Dioxazoles as Two Important Classes of Heterocyclic Compounds". supporting information. p. 22 - 26. Retrieved 2019/01/11.
• 2、 Gao, Xi-Ai,Wang, Xian-Xue,Yan, Hao,Li, Jian,Yan, Ru-Long,Huang, Guo-Sheng. "An efficient method for the preparation of hydroxamic acids". . p. 381 - 385. Retrieved 2013/05/22.