Ethyl 2-amino-5-chlorobenzoate

Base Information

• Chemical Name: Ethyl 2-amino-5-chlorobenzoate
• CAS No.: 63243-75-4
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• Hs Code.: 2922499990
• European Community (EC) Number: 613-195-8
• DSSTox Substance ID: DTXSID90363939
• Wikidata: Q82147687
• Mol file: 63243-75-4.mol

Synonyms:ethyl 2-amino-5-chlorobenzoate;63243-75-4;2-amino-5-chlorobenzoic acid ethyl ester;2-Amino-5-chloro-benzoic acid ethyl ester;ethyl2-amino-5-chlorobenzoate;SCHEMBL1187950;DTXSID90363939;AKOS000299139;CS-0348006;FT-0755839;2-AMINO-5-CHLORO-BENZOICACIDETHYLESTER;EN300-878283

Chemical Property of Ethyl 2-amino-5-chlorobenzoate

Chemical Property:

• Vapor Pressure: 0.000717mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 307.6 °C at 760 mmHg
• Flash Point: 139.8 °C
• PSA: 52.32000
• Density: 1.262 g/cm³
• LogP: 2.68010
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl 2-Amino-5-chlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=CC(=C1)Cl)N
• Uses: Ethyl 2-Amino-5-chlorobenzoate has been used as a reactant for the preparation of 10-methoxypyrazino[1,2-a]indole derivatives to be used as 5HT2C receptor ligands.

Technology Process of Ethyl 2-amino-5-chlorobenzoate

There total 4 articles about Ethyl 2-amino-5-chlorobenzoate 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: 80.0%

ethanol (64-17-5) + 5-chloroanthranilic acid (635-21-2) → ethyl 2-amino-5-chlorobenzoate (63243-75-4)

Guidance literature:

With sulfuric acid; for 18h; Heating;

DOI:10.1016/j.tet.2005.11.078

Reference yield:

ethyl-5-chloro-2-nitrobenzoate (51282-56-5) → ethyl 2-amino-5-chlorobenzoate (63243-75-4)

Guidance literature:

With 10% palladium hydroxide on charcoal; hydrogen; In methanol; at 20 ℃; for 12h; under 760.051 Torr;

DOI:10.1016/j.ejmech.2016.05.062

Reference yield:

2-ethoxycarbonylaniline (87-25-2) → ethyl 2-amino-5-chlorobenzoate (63243-75-4)

Guidance literature:

With sodium hypochlorite;

upstream raw materials:

ethanol

5-chloroanthranilic acid

2-ethoxycarbonylaniline

ethyl-5-chloro-2-nitrobenzoate

Downstream raw materials:

3-benzoyl-6-chloro-4-hydroxy-2-quinolone

ethyl 2-benzoylacetylamino-5-chlorobenzoate

2-[2-(2-fluorobenzoylamino)benzoylamino]-5-chlorobenzoic acid

N-(4-chloro-2-methoxycarbonylphenyl)-(2-amino)phenylcarboxamide

Refernces

• 1、 Lu, Chengrong,Gong, Chao,Zhao, Bei,Hu, Lijuan,Yao, Yingming. "RE[N(SiMe3)2]3-Catalyzed Guanylation/Cyclization of Amino Acid Esters and Carbodiimides". . p. 1154 - 1159. Retrieved 2018/02/10.
• 2、 ?berg, Christopher T.,Strand, M?rten,Andersson, Emma K.,Edlund, Karin,Tran, Nam Phuong Nguyen,Mei, Ya-Fang,Wadell, G?ran,Elofsson, Mikael. "Synthesis, biological evaluation, and structure-activity relationships of 2-[2-(benzoylamino)benzoylamino]benzoic acid analogues as inhibitors of adenovirus replication". experimental part. p. 3170 - 3181. Retrieved 2012/06/04.