2-Amino-5-chloro-4-nitrobenzoic acid

Base Information

• Chemical Name: 2-Amino-5-chloro-4-nitrobenzoic acid
• CAS No.: 34649-02-0
• Molecular Formula: C7H5ClN2O4
• Molecular Weight: 216.581
• Hs Code.: 2922499990
• Mol file: 34649-02-0.mol

Synonyms:2-Amino-4-nitro-5-chlorobenzoicacid;2-Amino-5-chloro-4-nitrobenzoic acid;5-Chloro-4-nitroanthranilic acid;

Chemical Property of 2-Amino-5-chloro-4-nitrobenzoic acid

Chemical Property:

• Melting Point: 268-270℃ (DEC.)
• PSA: 109.14000
• Density: 1.691
• LogP: 2.63300
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-chloro-4-nitrobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Amino-5-chloro-4-nitrobenzoic Acid (cas# 34649-02-0) is a useful reagent in the preparation of N-?guanidino substituted 2,?4-?diamino-?5-?carbonylguanidine molecules related to amiloride that inhibits the sodium-?calcium exchanger in rat insulinoma cells (RINm5F) and human platelets.

Technology Process of 2-Amino-5-chloro-4-nitrobenzoic acid

There total 7 articles about 2-Amino-5-chloro-4-nitrobenzoic acid 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%

methyl 2-amino-5-chloro-4-nitrobenzoate (530084-00-5) → 2-amino-5-chloro-4-nitrobenzoic acid (34649-02-0)

Guidance literature:

With sodium hydroxide; In ethanol; for 2h; Heating;

DOI:10.1016/S0014-827X(02)01281-8

Reference yield: 92.2%

2-acetylamino-5-chloro-4-nitrobenzoic acid (34649-01-9) → 2-amino-5-chloro-4-nitrobenzoic acid (34649-02-0)

Guidance literature:

With hydrogenchloride; In water; for 3h; Reflux;

Reference yield:

methyl 2-amino-4-nitrobenzoate (3558-19-8) → 2-amino-5-chloro-4-nitrobenzoic acid (34649-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / SO₂Cl₂; glac. AcOH / 30 °C

2: 100 percent / aq. NaOH / ethanol / 2 h / Heating

With sodium hydroxide; sulfuryl dichloride; acetic acid; In ethanol;

DOI:10.1016/S0014-827X(02)01281-8

upstream raw materials:

5-chloro-2,4-dinitrobenzoic acid

2-acetylamino-5-chloro-4-nitrobenzoic acid

methyl 2-amino-5-chloro-4-nitrobenzoate

methyl 2-amino-4-nitrobenzoate

Downstream raw materials:

N-tert-butyl-3-[(2-amino-5-chloro-4-nitrobenzenecarbonyl)oxy]crotonamide

[(4-chloro-2-formyl-5-nitro-phenylcarbamoyl)-methyl]-phosphonic acid diethyl ester

(2-amino-5-chloro-4-nitrophenyl)methanol

2-amino-5-chloro-4-nitrobenzaldehyde

Refernces

• 1、 -. "RHO KINASE INHIBITORS". Page/Page column 47. . Retrieved 2008/12/06.
• 2、 Rogister, Francoise,Laeckmann, Didier,Plasman, Pierre-Olivier,Van Eylen, Francoise,Ghyoot, Marianne,Maggetto, Carine,Liegeois, Jean-Francois,Geczy, Joseph,Herchuelz, Andre,Delarge, Jacques,Masereel, Bernard. "Novel inhibitors of the sodium-calcium exchanger: Benzene ring analogues of N-guanidino substituted amiloride derivatives". . p. 597 - 614. Retrieved 2007/10/03.