2,3-Diaminobenzoic acid

Base Information

• Chemical Name: 2,3-Diaminobenzoic acid
• CAS No.: 603-81-6
• Molecular Formula: C7H8N2O2
• Molecular Weight: 152.153
• Hs Code.: 29224999
• European Community (EC) Number: 624-709-5
• DSSTox Substance ID: DTXSID2067321
• Nikkaji Number: J95.531K
• Wikidata: Q81993898
• Mol file: 603-81-6.mol

Synonyms:2,3-Diaminobenzoic acid;603-81-6;Diaminobenzoic acid;Benzoic acid, diamino-;27576-04-1;3-Carboxy-1,2-diaminobenzene;2,3-diamino benzoic acid;SCHEMBL73593;2,3-Diaminobenzoicacid?????;DTXSID2067321;2,3-Diaminobenzoic acid, 95%;MFCD00137818;STK689866;AKOS005151964;AM83028;GS-6682;SB75728;AC-23068;BP-21351;LS-36726;CS-0119510;FT-0649160;EN300-67278;A20258;Q-100971;3-carboxy-1,2-diaminobenzene;2,3-bis(azanyl)benzoic acid

Chemical Property of 2,3-Diaminobenzoic acid

Chemical Property:

• Vapor Pressure: 1.53E-06mmHg at 25°C
• Melting Point: 198-204 °C
• Refractive Index: 1.71
• Boiling Point: 382.7 °C at 760 mmHg
• PKA: 5.10±0.10(Predicted)
• Flash Point: 185.3 °C
• PSA: 89.34000
• Density: 1.428 g/cm³
• LogP: 1.71160
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 152.058577502
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

2,3-DiaminobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3-Diaminobenzoic acid

There total 19 articles about 2,3-Diaminobenzoic 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: 74.0%

3-nitroanthranilic acid (606-18-8) → 2,3-diaminobenzoic acid (603-81-6)

Guidance literature:

With sodium dithionite; In ethanol; for 1h; Heating;

DOI:10.1039/b308412d

Reference yield:

2-carbamoyl-3-nitrobenzoic acid (77326-45-5) → 2,3-diaminobenzoic acid (603-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH; Br₂ / 80 °C

2: NaOH; hydrazine hydrate; Raney Ni

With potassium hydroxide; sodium hydroxide; bromine; nickel; hydrazine hydrate;

DOI:10.1016/j.bmcl.2004.10.087

Reference yield:

2,3-di-nitrobenzoic acid (15147-64-5) → 2,3-diaminobenzoic acid (603-81-6)

Guidance literature:

With stannous chloride; In hydrogenchloride; water; acetic acid;

upstream raw materials:

3-Amino-2-nitrobenzoic acid

2-acetylamino-3-nitro-benzoic acid

3-nitroanthranilic acid

hydrogenchloride

Downstream raw materials:

2-(pyridyl-3-yl)-1H-benzimidazole-4-carboxylic acid

2-p-Tolyl-1H-benzoimidazole-4-carboxylic acid

2-(4-Methoxy-phenyl)-1H-benzoimidazole-4-carboxylic acid

2,3-bis-(4-chlorophenyl)-5-quinoxalinecarboxylic acid

Refernces

• 1、 Huang, Daye,Qiu, Fang,Zhang, Zhigang,Shi, Liqiao,Cao, Chunxia,Ke, Shaoyong. "Synthesis and Antifungal Activity of Substituted 2-Aryl Benzimidazoles Derivatives". supporting information. p. 2494 - 2498. Retrieved 2019/08/12.
• 2、 Hansen, Martin,Jacobsen, Stine Engesgaard,Plunkett, Shane,Liebscher, Gudrun Eckhard,McCorvy, John D.,Br?uner-Osborne, Hans,Kristensen, Jesper Langgaard. "Synthesis and pharmacological evaluation of N-benzyl substituted 4-bromo-2,5-dimethoxyphenethylamines as 5-HT2A/2C partial agonists". supporting information. p. 3933 - 3937. Retrieved 2015/01/30.