5-Bromo-N-(carboxymethyl)anthranilic acid

Base Information

• Chemical Name: 5-Bromo-N-(carboxymethyl)anthranilic acid
• CAS No.: 32253-75-1
• Molecular Formula: C9H8 Br N O4
• Molecular Weight: 274.071
• Hs Code.: 29224985
• European Community (EC) Number: 250-973-2
• NSC Number: 21416
• DSSTox Substance ID: DTXSID70186007
• Nikkaji Number: J278.250B
• Wikidata: Q83057190
• Mol file: 32253-75-1.mol

Synonyms:32253-75-1;5-Bromo-N-(carboxymethyl)anthranilic acid;5-Bromo-2-((carboxymethyl)amino)benzoic acid;N-(4-Bromo-2-carboxyphenyl)glycine;5-bromo-2-(carboxymethylamino)benzoic acid;5-bromo-2-[(carboxymethyl)amino]benzoic acid;EINECS 250-973-2;C9H8BrNO4;Benzoic acid, 5-bromo-2-((carboxymethyl)amino)-;Benzoic acid, 5-bromo-2-[(carboxymethyl)amino]-;NSC21416;SCHEMBL341961;C9-H8-Br-N-O4;DTXSID70186007;NSC 21416;NSC-21416;AKOS004117346;AC-17986;5-Bromo-2-((carboxymethyl)amino)benzoicacid;CS-0367152;FT-0639013;2-(N-carboxymethylamino)-5-bromobenzoic acid;A821213;J-018689;5-Bromo-N-(carboxymethyl)anthranilic acid, technical grade, 90%

Chemical Property of 5-Bromo-N-(carboxymethyl)anthranilic acid

Chemical Property:

• Vapor Pressure: 1.63E-11mmHg at 25°C
• Melting Point: 215-218 °C (dec.)(lit.)
• Boiling Point: 517°Cat760mmHg
• Flash Point: 266.5°C
• PSA: 86.63000
• Density: 1.842g/cm³
• LogP: 1.71680
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 272.96367
• Heavy Atom Count: 15
• Complexity: 259

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-N-(carboxymethyl)anthranilic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)C(=O)O)NCC(=O)O
• Uses: 5-Bromo-N-(carboxymethyl)anthranilic acid may be used in chemical synthesis.

Technology Process of 5-Bromo-N-(carboxymethyl)anthranilic acid

There total 6 articles about 5-Bromo-N-(carboxymethyl)anthranilic 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: 60.0%

chloroacetic acid (79-11-8) + 5-Bromo-2-aminobenzoic acid (5794-88-7) → 5-bromo-2-<(carboxymethyl)amino>-benzoic acid (32253-75-1)

Guidance literature:

chloroacetic acid; 5-Bromo-2-aminobenzoic acid; With sodium carbonate; In water; at 80 ℃;

With hydrogenchloride; In diethyl ether; water;

Reference yield:

2,5-dibromobenzoic acid (610-71-9) + glycine (56-40-6,18875-39-3,25718-94-9) → 5-bromo-2-<(carboxymethyl)amino>-benzoic acid (32253-75-1)

Guidance literature:

With potassium carbonate; potassium hydroxide;

DOI:10.1016/j.tetlet.2016.10.099

Reference yield:

phenylglycine-o-carboxylic acid (612-42-0) → 5-bromo-2-<(carboxymethyl)amino>-benzoic acid (32253-75-1)

Guidance literature:

With bromine;

upstream raw materials:

phenylglycine-o-carboxylic acid

chloroacetic acid

5-Bromo-2-aminobenzoic acid

bromine

Downstream raw materials:

5,5'-dibromo-1H,1'H-[2,2']biindolylidene-3,3'-dione

1-acetyl-5-bromo-1,2-dihydro-3H-indol-3-one

5-bromoindoxyl diacetate

7-bromo-10H-indolo[3,2-b]quinoline-11-carboxylic acid

Refernces

• 1、 Guo, Jing,Weng, Jiang,Huang, Gong-Bin,Huang, Lin-Jie,Chan, Albert S.C.,Lu, Gui. "Indoxyl-based umpolung strategy for the synthesis of unsymmetrical 3,3′-biindoles". supporting information. p. 5493 - 5496. Retrieved 2016/11/19.
• 2、 -. "AZAINDOLE-INDOLE COUPLED DERIVATIVES, PREPARATION METHODS AND USES THEREOF". Page/Page column 10. . Retrieved 2010/06/16.