2-Amino-3-nitrobenzamide

Base Information

• Chemical Name: 2-Amino-3-nitrobenzamide
• CAS No.: 313279-12-8
• Molecular Formula: C7H7N3O3
• Molecular Weight: 181.151
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00444980
• Nikkaji Number: J3.002.682I
• Wikidata: Q72439938
• Mol file: 313279-12-8.mol

Synonyms:2-amino-3-nitrobenzamide;313279-12-8;2-amino-3-nitro-benzamide;SCHEMBL631453;Methyl2-Amino-3-nitro-benzamide;DTXSID00444980;RMLPQVFYXZMJES-UHFFFAOYSA-N;MFCD11215471;AKOS006308749;AS-58104;CS-0005916;FT-0647511;A875953

Chemical Property of 2-Amino-3-nitrobenzamide

Chemical Property:

• Melting Point: 240-242℃
• Boiling Point: 319.22 °C at 760 mmHg
• PKA: 14.63±0.50(Predicted)
• Flash Point: 146.859 °C
• PSA: 114.93000
• Density: 1.482 g/cm³
• LogP: 2.08060
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Chloroform, DMSO, Methanol, THF
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 181.04874109
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-3-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])N)C(=O)N
• Uses: 2-Amino-3-nitrobenzamide is an intermediate in the synthesis of PARP-1 inhibitors, involved in DNA repair, and RNA transcription modulation.

Technology Process of 2-Amino-3-nitrobenzamide

There total 9 articles about 2-Amino-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: 94.2%

2-amino-3-nitrobenzoyl chloride (131645-73-3) → 2-amino-3-nitro-benzamide (313279-12-8)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; Cooling with ice;

DOI:10.1002/ddr.21843

Reference yield: 89.0%

3-nitroanthranilic acid (606-18-8) → 2-amino-3-nitro-benzamide (313279-12-8)

Guidance literature:

3-nitroanthranilic acid; With thionyl chloride; In 1,2-dimethoxyethane; at 50 ℃; for 12h;

With ammonia; water; at 50 ℃; for 2h;

Reference yield: 71.0%

2-bromo-3-nitrobenzamide (35757-19-8) → 2-amino-3-nitro-benzamide (313279-12-8)

Guidance literature:

With copper(l) iodide; sodium azide; ethanol; caesium carbonate; at 20 - 95 ℃; Inert atmosphere; Sealed tube;

DOI:10.1021/jo100345t

upstream raw materials:

3-nitroanthranilic acid

urea

2-amino-3-nitrobenzoyl chloride

2-carbamoyl-3-nitrobenzoic acid

Downstream raw materials:

2-(4-triisopropylsilanyloxymethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide

2-(3-triisopropylsilanyloxymethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide

2-(2-triisopropylsilanyloxymethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide

3-carbamoylbenzene-1,2-diaminium dichloride

Refernces

• 1、 Chen, Xiulei,Zhou, Zhen,Li, Zhong,Xu, Xiaoyong. "Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one containing 4,5-dihydrothiazole-2-thiol derivatives against Meloidogyne incognita". . p. 194 - 200. Retrieved 2019/09/13.
• 2、 Chen, Xiulei,Jia, Haowu,Li, Zhong,Xu, Xiaoyong. "Synthesis and nematicidal evaluation of 1,2,3-benzotriazin-4-one derivatives containing piperazine as linker against Meloidogyne incognita". . p. 1207 - 1213. Retrieved 2019/03/29.