4-Amino-5-chloro-2-methoxybenzoic acid

Base Information

• Chemical Name: 4-Amino-5-chloro-2-methoxybenzoic acid
• CAS No.: 7206-70-4
• Molecular Formula: C8H8ClNO3
• Molecular Weight: 201.609
• Hs Code.: 2922509090
• European Community (EC) Number: 230-582-3
• UNII: PQ8L2L84EL
• DSSTox Substance ID: DTXSID50222391
• Nikkaji Number: J38.365A
• Wikidata: Q27286706
• Mol file: 7206-70-4.mol

Synonyms:4-Amino-5-chloro-2-methoxybenzoic acid;7206-70-4;4-Amino-5-chloro-o-anisic acid;Benzoic acid, 4-amino-5-chloro-2-methoxy-;MFCD00038794;UNII-PQ8L2L84EL;PQ8L2L84EL;4-AMINO-5-CHLORO-2-METHOXYBENZOICACID;EINECS 230-582-3;2-methoxy-4-amino-5-chlorobenzoic acid;Benzoic acid,4-amino-5-chloro-2-hydroxy-;5-Chloro-4-amino-2-methoxybenzoic acid;TimTec1_000243;Oprea1_036404;SCHEMBL99019;Metoclopramide EP Impurity C;DTXSID50222391;HMS1534L01;STK675093;AKOS000120088;AM84150;FS-4061;SB78427;4amino-5-chloro-2-methoxy-benzoic acid;4-amino-5-chloro-2-methoxylbenzoic acid;2-methoxy-4-amino-5-chloro benzoic acid;4-amino 2-methoxy 5-chloro benzoic acid;4-amino-5-chloro-2-methoxy benzoic acid;4-Amino-5-chloro-2-methoxy-benzoic acid;4-Amino-5-Chloro-2-Methoxyl Benzoic Acid;O-ANISIC ACID, 4-AMINO-5-CHLORO-;4-amino-5-chloro-2-(methyloxy)benzoic acid;A1237;CS-0128743;EU-0018508;FT-0617519;EN300-20545;4-Amino-5-chloro-2-methoxybenzoic acid, 95%;5-CHLORO-4-AMINO-2-ETHOXYBENZOIC ACID;F14881;METOCLOPRAMIDE IMPURITY C [EP IMPURITY];SR-01000523313;J-514394;SR-01000523313-1;BRD-K18838510-001-01-9;Q27286706;F0907-3070;Z104478804

Chemical Property of 4-Amino-5-chloro-2-methoxybenzoic acid

Chemical Property:

• Appearance/Colour: white to slightly beige powder
• Vapor Pressure: 4.06E-06mmHg at 25°C
• Melting Point: 206 °C (dec.)(lit.)
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 369.7 °C at 760 mmHg
• PKA: 4.38±0.10(Predicted)
• Flash Point: 177.4 °C
• PSA: 72.55000
• Density: 1.438 g/cm³
• LogP: 2.21020
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 201.0192708
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

99.5% ^*data from raw suppliers

4-Amino-5-chloro-2-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)O)Cl)N
• Uses: Metoclopramide (M338685) metabolite. 4-Amino-5-chloro-2-methoxybenzoic Acid (Metoclopramide EP Impurity C) is a Metoclopramide (M338685) metabolite.

Technology Process of 4-Amino-5-chloro-2-methoxybenzoic acid

There total 9 articles about 4-Amino-5-chloro-2-methoxybenzoic 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: 91.4%

methyl 4-amino-5-chloro-2-methoxybenzoate (20896-27-9) → 4-amino-5-chloro-2-methoxybenzoic acid (7206-70-4)

Guidance literature:

With water; potassium hydroxide; In methanol; Reagent/catalyst; Reflux; Large scale;

Reference yield: 84.0%

methyl 2-methoxy 4-acetamido 5-chloro benzoate (4093-31-6) → 4-amino-5-chloro-2-methoxybenzoic acid (7206-70-4)

Guidance literature:

With hydrogenchloride; In ethanol; water;

Reference yield:

4-(acetylamino)-5-chloro-2-methoxybenzoic acid (24201-13-6) → 4-amino-5-chloro-2-methoxybenzoic acid (7206-70-4)

Guidance literature:

4-(acetylamino)-5-chloro-2-methoxybenzoic acid; With potassium hydroxide; In ethanol; water; Heating / reflux;

With hydrogenchloride; In ethanol; water;

upstream raw materials:

methyl 4-amino-5-chloro-2-methoxybenzoate

Methyl 4-amino-2-methoxybenzoate

methyl 2-methoxy 4-acetamido 5-chloro benzoate

4-(acetylamino)-5-chloro-2-methoxybenzoic acid

Downstream raw materials:

2-(1-piperidinyl)ethyl-4-amino-5-chloro-2-methoxybenzoate

1H-1,2,3-benzotriazol-1-yl 4-amino-5-chloro-2-methoxybenzoate

(2α,6β,9aα)-4-amino-5-chloro-2-methoxy-N-(octahydro-6-methyl-2H-quinolizin-2-yl)benzamide

Refernces

• 1、 Deng, Xin,Zhao, Xinxin,Han, Jing,Wang, Jingjie,Huang, Wenlong,Qian, Hai,Ge, Liang. "Synthesis and biological evaluation of berberine derivatives as IBS modulator". scheme or table. p. 489 - 493. Retrieved 2012/08/29.
• 2、 -. "SYNTHESIS". Page/Page column 37-38. . Retrieved 2010/02/11.