2-Amino-5-chlorobenzoic acid

Base Information

• Chemical Name: 2-Amino-5-chlorobenzoic acid
• CAS No.: 635-21-2
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 29224999
• European Community (EC) Number: 211-230-8
• NSC Number: 404157
• UNII: Z2Y66JMI31
• DSSTox Substance ID: DTXSID8060901
• Nikkaji Number: J96.204J
• Wikidata: Q27294923
• ChEMBL ID: CHEMBL36767
• Mol file: 635-21-2.mol

Synonyms:2-AMINO-5-CHLOROBENZOIC ACID;635-21-2;5-Chloroanthranilic acid;5-Chloro-2-aminobenzoic acid;Benzoic acid, 2-amino-5-chloro-;Anthranilic acid, 5-chloro-;2-Amino-5-chloro-benzoic acid;2-carboxy-4-chloroaniline;MFCD00007838;UNII-Z2Y66JMI31;CHEMBL36767;Z2Y66JMI31;EINECS 211-230-8;NSC 404157;NSC-404157;AI3-15229;5-amino-3-carboxy-1-chlorobenzene;2-amino 5-chlorobenzoic acid;SCHEMBL220073;2-Amino-5-chloro benzoic acid;5-chloro-2-amino-benzoic acid;DTXSID8060901;CHEBI:166853;BDBM50122010;NSC404157;STL193534;2-Amino-5-chlorobenzoic acid, 98%;AKOS000120636;AC-2483;CS-W020077;PS-4469;BP-20250;SY001607;A0665;A8745;AM20060244;BB 0244021;FT-0620308;EN300-20971;AE-562/40238138;J-802061;Q-103155;2-Amino-5-chlorobenzoic acid, 90%, technical grade;Q27294923;F1943-0104;Z104485568

Chemical Property of 2-Amino-5-chlorobenzoic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 3.09E-05mmHg at 25°C
• Melting Point: 204-206 °C (dec.)(lit.)
• Refractive Index: 1.5560 (estimate)
• Boiling Point: 341.5 °C at 760 mmHg
• PKA: 4.57±0.10(Predicted)
• Flash Point: 160.3 °C
• PSA: 63.32000
• Density: 1.476 g/cm³
• LogP: 2.20160
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: 1.6
• 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

5-Chloroanthranilic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzoic Acids
• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)O)N
• Uses: 2-Amino-5-chlorobenzoic acid is a chlorinated derivative of antharilic acid,it is a metabolite of the pesticide Chlordimeform and it is used in the preparation of disease-modifying antirheumatic drugs (DMARDs). 5-Chloroanthranilic Acid is a chlorinated derivative of anthranilic acid. 5-Chloroanthranilic Acid is a metabolite of the pesticide Chlordimeform. 5-Chloroanthranilic Acid is used in the preparation o f disease-modifying antirheumatic drugs (DMARDs). 2-Amino-5-chlorobenzoic acid is used in the preparation of disease-modifying antirheumatic drugs (DMARDs). Also used to produce 6-chloro-3H-quinazolin-4-one at temperature of 180°C.

Technology Process of 2-Amino-5-chlorobenzoic acid

There total 33 articles about 2-Amino-5-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: 96.2%

2,5-dichlorobenzoic acid (50-79-3) → 5-chloroanthranilic acid (635-21-2)

Guidance literature:

With dimethylaminoacetic acid; ammonia; copper(l) chloride; In N,N-dimethyl acetamide; at 70 ℃; for 8h; Reagent/catalyst; Temperature;

Reference yield: 96.0%

4-chlorobenzenesulfonyl chloride (5202-89-1) → 5-chloroanthranilic acid (635-21-2)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

DOI:10.1016/0040-4020(94)01053-3

Reference yield: 95.0%

5-chloro-1H-indole (17422-32-1) → 5-chloroanthranilic acid (635-21-2)

Guidance literature:

5-chloro-1H-indole; With bromamine B; sodium hydroxide; palladium dichloride; In water; acetonitrile; at 60 ℃; for 3.66667h; pH=12;

In water; Acidic conditions;

DOI:10.1080/00397910903457274

upstream raw materials:

5-chloro-2-nitrobenzoic acid

4-chloro-2-methylacetanilide

6-chloro-3-phenyl-2,4(1H,3H)-quinazolinedione

3-(p-chlorophenyl)-6-chloro-2,4-(1H,3H)-quinazolinedione

Downstream raw materials:

6-chloroquinazolin-4-one

5-chloro-2-<(carboxymethyl)amino>-benzoic acid

6-chloro-N-methylisatoic anhydride

8-chloro-10-oxo-10H-pyridazino<6,1-b>-quinazoline-2-carboxylic acid

Refernces

• 1、 Yao, Hong,Uras, Giuseppe,Zhang, Pengfei,Xu, Shengtao,Yin, Ying,Liu, Jie,Qin, Shuai,Li, Xinuo,Allen, Stephanie,Bai, Renren,Gong, Qi,Zhang, Haiyan,Zhu, Zheying,Xu, Jinyi. "Discovery of Novel Tacrine-Pyrimidone Hybrids as Potent Dual AChE/GSK-3 Inhibitors for the Treatment of Alzheimer's Disease". . p. 7483 - 7506. Retrieved 2021/06/28.
• 2、 Jiang, Xuefeng,Li, Yiming,Lin, Zhenyang,Wang, Yuhong,Yang, Tilong. "Selenium-catalyzed intramolecular atom- And redox-economical transformation ofo-nitrotoluenes into anthranilic acids". supporting information. p. 2986 - 2991. Retrieved 2021/05/05.