Methyl 4-amino-2-methoxybenzoate

Base Information

• Chemical Name: Methyl 4-amino-2-methoxybenzoate
• CAS No.: 27492-84-8
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• European Community (EC) Number: 248-494-9
• DSSTox Substance ID: DTXSID70181911
• Nikkaji Number: J38.376G
• Wikidata: Q72487028
• Mol file: 27492-84-8.mol

Synonyms:Methyl 4-amino-2-methoxybenzoate;27492-84-8;4-Amino-2-methoxybenzoic Acid Methyl Ester;Methyl 4-amino-o-anisate;Benzoic acid, 4-amino-2-methoxy-, methyl ester;MFCD00017202;METHYL 2-METHOXY-4-AMINOBENZOATE;Methyl 4-amino-2-methoxybenzenecarboxylate;4-Amino-o-anisic Acid Methyl Ester;EINECS 248-494-9;2-methoxy-4-aminobenzoic acid methyl ester;Methyl4-amino-2-methoxybenzoate;methyl 4-amino-2-methoxy-benzoate;Oprea1_197901;SCHEMBL224165;DTXSID70181911;3-Methoxy-4-methoxycarbonylaniline;AM886;methyl-4-amino-2-methoxy benzoate;BCP34088;CS-M2604;AKOS005069398;Methyl 4-amino-2-(methyloxy)benzoate;Methyl 4-amino-2-methoxybenzoate, 97%;METHYL-4-AMINO-2-METHOXYBENZOATE;SY007291;2-methoxy-4-amino-benzoic acid methyl ester;4-Amino-2-methoxy benzoic acid methyl ester;4-amino-2-methoxy-benzoic acid methyl ester;FT-0628611;FT-0659147;M1998;A19953;EN300-180486;11P-667;SR-01000527006;J-016789;J-522288;SR-01000527006-1;Z1255398965

Chemical Property of Methyl 4-amino-2-methoxybenzoate

Chemical Property:

• Vapor Pressure: 9.36E-05mmHg at 25°C
• Melting Point: 155-159 °C(lit.)
• Refractive Index: 1.55
• Boiling Point: 339.2 °C at 760 mmHg
• PKA: 2.04±0.10(Predicted)
• Flash Point: 181.8 °C
• PSA: 61.55000
• Density: 1.179 g/cm³
• LogP: 1.64520
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-Amino-2-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)N)C(=O)OC
• Uses: An intermediate in the synthesis of Metoclopramide. An intermediate in the synthesis of Metoclopramide

Technology Process of Methyl 4-amino-2-methoxybenzoate

There total 15 articles about Methyl 4-amino-2-methoxybenzoate 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: 100.0%

methyl 2-methoxy-4-nitrobenzoate (39106-79-1) → Methyl 4-amino-2-methoxybenzoate (27492-84-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; sodium sulfate; In methanol; for 1h; under 2585.81 Torr;

Reference yield: 92.82%

4-Aminosalicylic acid (65-49-6) + dimethyl sulfate (77-78-1) → Methyl 4-amino-2-methoxybenzoate (27492-84-8)

Guidance literature:

With potassium hydroxide; In acetone; at 25 ℃; for 5.5h; Concentration; Reagent/catalyst; Large scale;

Reference yield: 87.0%

methyl 4-(benzyloxycarbonylamino)-2-methoxybenzoate (89565-76-4) → Methyl 4-amino-2-methoxybenzoate (27492-84-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201200610

upstream raw materials:

diazomethane

4-amino-2-methoxybenzoic acid

methyl 2-methoxy-4-nitrobenzoate

dimethyl sulfate

Downstream raw materials:

methyl 2-methoxy-4-nitrobenzoate

methyl 4-azido-2-methoxybenzoate

methyl 4-(acetylamino)-o-anisate

methyl 4-amino-5-iodo-2-methoxybenzoate

Refernces

• 1、 -. "Method for synthesizing lenvatinib". Paragraph 0022; 0023. . Retrieved 2019/03/28.
• 2、 -. "QUINAZOLINE-BASED KINASE INHIBITORS". Page/Page column 125. . Retrieved 2016/04/26.