Methyl 3-amino-5-chloro-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3-amino-5-chloro-2-hydroxybenzoate
• CAS No.: 5043-81-2
• Molecular Formula: C8H8ClNO3
• Molecular Weight: 201.609
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20350776
• Wikidata: Q72486805
• Mol file: 5043-81-2.mol

Synonyms:methyl 3-amino-5-chloro-2-hydroxybenzoate;5043-81-2;3-AMINO-5-CHLORO-2-HYDROXYBENZOIC ACID METHYL ESTER;3-Amino-5-chloro Salicylic Acid Methyl Ester;Benzoic acid, 3-amino-5-chloro-2-hydroxy-, methyl ester;MFCD03768414;3-Amino-5-chloro-2-hydroxy-benzoic Acid Methyl Ester;methyl 3-amino-5-chlorosalicylate;methyl 3-amino-5-chloro-2-hydroxy-benzoate;SCHEMBL1549467;DTXSID20350776;YPSOMLZFAVONTN-UHFFFAOYSA-N;AMY14325;methyl 3-amino -5-chlorosalicylate;STK663962;AKOS005526318;SB78257;AC-23905;AS-15985;A7482;CS-0105560;FT-0601380;Methyl 3-Amino-5-Chloro-2-Hydroxy Benzoate;EN300-210971;F15020;Z1269232318

Chemical Property of Methyl 3-amino-5-chloro-2-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0.000153mmHg at 25°C
• Melting Point: 71-73°C
• Boiling Point: 322°C at 760 mmHg
• PKA: 9.11±0.23(Predicted)
• Flash Point: 148.5°C
• PSA: 72.55000
• Density: 1.44g/cm³
• LogP: 1.99560
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• 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:

98%,99%, ^*data from raw suppliers

3-Amino-5-chloroSalicylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-amino-5-chloro-2-hydroxybenzoate

There total 3 articles about Methyl 3-amino-5-chloro-2-hydroxybenzoate 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: 96.3%

5-chloro-2-hydroxy-3-nitrobenzoic acid methyl ester (5043-79-8) → 3-amino-5-chloro-2-hydroxybenzoic acid methyl ester (5043-81-2)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; at 81 ℃; for 1h; Temperature; Reagent/catalyst; Solvent;

Reference yield:

methyl 5-chloro-2-hydroxybenzoate (4068-78-4) → 3-amino-5-chloro-2-hydroxybenzoic acid methyl ester (5043-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / HNO₃, conc. H₂SO₄ / 1 h / 0 - 5 °C

2: 79 percent / 0.78N aq. NH₄Cl, Fe / toluene / 1 h / 85 - 90 °C

With sulfuric acid; nitric acid; iron; ammonium chloride; In toluene;

DOI:10.1248/cpb.40.624

Reference yield:

→ 3-amino-5-chloro-2-hydroxybenzoic acid methyl ester (5043-81-2)

Guidance literature:

upstream raw materials:

5-chloro-2-hydroxy-3-nitrobenzoic acid methyl ester

methyl 5-chloro-2-hydroxybenzoate

Downstream raw materials:

Azasetron hydrochloride

6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid methyl ester

methyl 3-acetylamino-5-chlorosalicylate

6-Chloro-3-oxo-4-phenethyl-3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid (1-aza-bicyclo[2.2.2]oct-3-yl)-amide

Refernces

• 1、 -. "Novel preparation method of azasetron hydrochloride". Paragraph 0028; 0045-0046. . Retrieved 2019/12/25.
• 2、 -. "BENZO-FUSED HETEROCYCLIC DERIVATIVES USEFUL AS AGONISTS OF GPR120". Paragraph 0945. . Retrieved 2014/09/30.