4-(Methylamino)-3-nitrobenzoyl chloride

Base Information

• Chemical Name: 4-(Methylamino)-3-nitrobenzoyl chloride
• CAS No.: 82357-48-0
• Molecular Formula: C8H7ClN2O3
• Molecular Weight: 214.608
• UNII: 4E4TL2575J
• DSSTox Substance ID: DTXSID40591689
• Nikkaji Number: J1.420.004E
• Wikidata: Q72487213
• Mol file: 82357-48-0.mol

Synonyms:82357-48-0;4-(methylamino)-3-nitrobenzoyl chloride;C3-NITRO-4-METHYLAMINO-BENZOYLCHLORIDE;Benzoyl chloride, 4-(methylamino)-3-nitro-;4-(methylamino)-3-nitrobenzoylchloride;4-methylamino-3-nitrobenzoic acid chloride;2-NAPHTHYLLAURATE;SCHEMBL506550;DTXSID40591689;LIRZLGQEZXAOQR-UHFFFAOYSA-N;4E4TL2575J;CS-M2453;AKOS005266598;4-Methylamino-3-nitro-benzoyl chloride;CS-14430;DA-16994;3-nitro-4-(n-methylamino)benzoyl chloride;4-methylamino-3-nitro-benzoic acid chloride

Chemical Property of 4-(Methylamino)-3-nitrobenzoyl chloride

Chemical Property:

• Vapor Pressure: 3.62E-05mmHg at 25°C
• Boiling Point: 353.3oC at 760 mmHg
• Flash Point: 167.5oC
• PSA: 74.92000
• Density: 1.458g/cm3
• LogP: 2.61170
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 214.0145198
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

4-(Methylamino)-3-nitro-benzoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C=C1)C(=O)Cl)[N+](=O)[O-]

Technology Process of 4-(Methylamino)-3-nitrobenzoyl chloride

There total 5 articles about 4-(Methylamino)-3-nitrobenzoyl chloride 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: 100.0%

4-(methylamino)-3-nitrobenzoic acid (41263-74-5) → 4-methylamino-3-nitro-benzoic acid chloride (82357-48-0)

Guidance literature:

With thionyl chloride; Heating;

DOI:10.1016/S0960-894X(00)00461-3

Reference yield:

4-(methylamine)-3-nitrobenzoic acid hydrochloride (1187067-71-5) → 4-methylamino-3-nitro-benzoic acid chloride (82357-48-0)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; Inert atmosphere; Reflux;

Reference yield:

4-chloro-3-nitrobenzoate (96-99-1) → 4-methylamino-3-nitro-benzoic acid chloride (82357-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / H₂O / 160 °C

2: 100 percent / SOCl / Heating

With thionyl chloride; In water; 1: Substitution / 2: Chlorination;

DOI:10.1016/S0960-894X(00)00461-3

upstream raw materials:

4-(methylamino)-3-nitrobenzoic acid

3-nitro-4-fluorobenzoic acid

4-chloro-3-nitrobenzoate

4-(methylamine)-3-nitrobenzoic acid hydrochloride

Downstream raw materials:

4-methylamino-3-nitro-benzoic acid 2-trimethylsilanyl-ethyl ester

ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate

3-Amino-4-methylamino-benzoic acid-N-phenyl-N-(2-ethoxy-carbonylethyl)-amide

4-[(3-amino-4-methylamino-benzoyl)-phenyl-amino]-butyric acid ethyl ester

Refernces

• 1、 Liu, Qianqian,Ren, Yujie,Zhang, Tianrong. "Design, synthesis and biological activity evaluation of novel methyl substituted benzimidazole derivatives". . . Retrieved 2020/03/03.
• 2、 -. "Benzimidazole derivative and pharmaceutical purposes thereof". Paragraph 0080-0082; 0083. . Retrieved 2019/10/29.