N-(o-Aminophenyl)-5-chloroanthranilic acid

Base Information

• Chemical Name: N-(o-Aminophenyl)-5-chloroanthranilic acid
• CAS No.: 92022-83-8
• Molecular Formula: C13H11 Cl N2 O2
• Molecular Weight: 262.696
• European Community (EC) Number: 295-357-4
• UNII: F5938EQZ6D
• DSSTox Substance ID: DTXSID20238828
• Nikkaji Number: J308.015C
• Wikidata: Q83121168
• Mol file: 92022-83-8.mol

Synonyms:N-(o-Aminophenyl)-5-chloroanthranilic acid;92022-83-8;EINECS 295-357-4;2-[(2-Aminophenyl)amino]-5-chlorobenzoic acid;2-(2-aminoanilino)-5-chlorobenzoic acid;F5938EQZ6D;DTXSID20238828;Anthranilic acid, N-(o-aminophenyl)-5-chloro-;Benzoic acid, 2-[(2-aminophenyl)amino]-5-chloro-

Chemical Property of N-(o-Aminophenyl)-5-chloroanthranilic acid

Chemical Property:

• Vapor Pressure: 3.04E-08mmHg at 25°C
• Boiling Point: 432.4°Cat760mmHg
• PKA: 3.29±0.36(Predicted)
• Flash Point: 215.3°C
• PSA: 75.35000
• Density: 1.441g/cm³
• LogP: 4.01820
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 262.0509053
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)NC2=C(C=C(C=C2)Cl)C(=O)O

Technology Process of N-(o-Aminophenyl)-5-chloroanthranilic acid

There total 5 articles about N-(o-Aminophenyl)-5-chloroanthranilic 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:

5-Chloro-2-(2-nitro-phenylamino)-benzoic acid (97027-31-1) → N-(o-aminophenyl)-5-chloroanthranilic acid (92022-83-8)

Guidance literature:

With sodium dithionite;

DOI:10.1016/j.bmcl.2006.06.034

Reference yield:

2-nitrophenyl bromide (577-19-5) → N-(o-aminophenyl)-5-chloroanthranilic acid (92022-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Cu; K₂CO₃ / pentan-1-ol / 150 °C

2: Na₂S₂O₄

With sodium dithionite; copper; potassium carbonate; In pentan-1-ol; 1: Ullman coupling;

DOI:10.1016/j.bmcl.2006.06.034

Reference yield:

5-chloroanthranilic acid (635-21-2) → N-(o-aminophenyl)-5-chloroanthranilic acid (92022-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Cu; K₂CO₃ / pentan-1-ol / 150 °C

2: Na₂S₂O₄

With sodium dithionite; copper; potassium carbonate; In pentan-1-ol; 1: Ullman coupling;

DOI:10.1016/j.bmcl.2006.06.034

upstream raw materials:

5-Chloro-2-(2-nitro-phenylamino)-benzoic acid

2-nitrophenyl bromide

5-chloroanthranilic acid

2-Amino-4-chlorobenzoic acid

Downstream raw materials:

8-chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e][1,4]diazepine