2-Amino-3-chlorobenzoic acid

Base Information

• Chemical Name: 2-Amino-3-chlorobenzoic acid
• CAS No.: 6388-47-2
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 29224999
• European Community (EC) Number: 228-996-4
• NSC Number: 20671
• DSSTox Substance ID: DTXSID00213395
• Nikkaji Number: J81.210B
• Wikidata: Q72434276
• Mol file: 6388-47-2.mol

Synonyms:2-Amino-3-chlorobenzoic acid;6388-47-2;3-Chloroanthranilic acid;Benzoic acid, 2-amino-3-chloro-;2-amino-3-chloro-benzoic acid;2-Amino-3-chlorobenzoicacid;MFCD00134229;Anthranilic acid, 3-chloro-;3-Chloro-2-aminobenzoic acid;EINECS 228-996-4;Amino-3-chlorobenzoic acid;SCHEMBL146560;2-amino-3-chloro benzoic acid;3-Chloro-2-amino benzoic acid;DTXSID00213395;NSC20671;STR04272;NSC 20671;NSC-20671;STL183330;2-Amino-3-chlorobenzoic acid, 95%;AKOS001200767;AB03731;CS-W002412;AC-23737;SY030539;A0786;AM20060848;FT-0615324;EN300-23804;A19010;W-104869;Z164708876

Chemical Property of 2-Amino-3-chlorobenzoic acid

Chemical Property:

• Appearance/Colour: White to yellow, tan or grey crystalline powder
• Vapor Pressure: 0.000174mmHg at 25°C
• Melting Point: 189-195 °C
• Boiling Point: 316.3 °C at 760 mmHg
• PKA: 4.57±0.10(Predicted)
• Flash Point: 145.1 °C
• PSA: 63.32000
• Density: 1.476 g/cm³
• LogP: 2.20160
• Storage Temp.: Refrigerator
• Sensitive.: Air & Light Sensitive
• Solubility.: DMSO, Methanaol
• Water Solubility.: Soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-3-chlorobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)N)C(=O)O
• Uses: 2-Amino-3-chlorobenzoic acid is used as pharmaceutical intermediates. 2-Amino-3-chlorobenzoic Acid is a plant growth regulator.

Technology Process of 2-Amino-3-chlorobenzoic acid

There total 17 articles about 2-Amino-3-chlorobenzoic 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: 85.0%

3-chloro-2-nitro-benzoic acid (4771-47-5) → 2-amino-3-chlorobenzoic acid (6388-47-2)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; water; for 1h; Ambient temperature;

Reference yield: 81.0%

2,3-dichlorbenzoic acid (50-45-3) → 2-amino-3-chlorobenzoic acid (6388-47-2)

Guidance literature:

With ammonia; copper(l) chloride; In methanol; at 130 ℃; for 20h; under 22801.5 Torr; Pressure; Solvent; Autoclave;

Reference yield: 38.2%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-amino-3-chlorobenzoic acid (6388-47-2)

Guidance literature:

With glucose dehydrogenase; D-glucose; 7-tryptophan FDH from the native organism Lechevalieria aerocolonigenes, 1K variant; NAD; flavin adenine dinucleotide; sodium chloride; flavin reductase; In aq. buffer; at 25 ℃; pH=7.4; Reagent/catalyst; Enzymatic reaction;

DOI:10.1002/cbic.201700391

upstream raw materials:

7-chloroisatin

3-chloro-2-nitro-benzoic acid

4,10-dichloro-5H,11H-dibenzo[b,f][1,5]diazocine-6,12-dione

8-chloro-3-(2-chloro-phenyl)-1H-quinazoline-2,4-dione

Downstream raw materials:

8-chloroquinazolin-4(3H)-one

2,3-dichlorbenzoic acid

methyl 3-chloroanthranilate

2-Amino-3-chloro-N-(2-chlorophenyl)benzamide

Refernces

• 1、 Andorfer, Mary C.,Belsare, Ketaki D.,Girlich, Anna M.,Lewis, Jared C.. "Aromatic Halogenation by Using Bifunctional Flavin Reductase–Halogenase Fusion Enzymes". . p. 2099 - 2103. Retrieved 2017/10/07.
• 2、 -. "METHOD FOR PRODUCING NITROBENZENE COMPOUND". Paragraph 0180. . Retrieved 2014/06/24.