Methyl 4-amino-2-methoxybenzoate

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CAS:27492-84-8
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Methyl 4-amino-2-methoxybenzoate Basic information
Product Name:Methyl 4-amino-2-methoxybenzoate
Synonyms:METHYL 4-AMINO-2-METHOXYBENZENECARBOXYLATE;METHYL 4-AMINO-2-METHOXYBENZOATE;4-AMINO-2-METHOXYBENZOIC ACID METHYL ESTER;methyl 4-amino-o-anisate;4-Amino-o-anisic acid methyl ester;Methyl 4-amino-2-methoxybenzoate, 95+%;Benzoic acid, 4-aMino-2-Methoxy-, Methyl ester;4-Amino-2-methoxybenzoic Acid Methyl Ester Methyl 4-Amino-o-anisate 4-Amino-o-anisic Acid Methyl Ester
CAS:27492-84-8
MF:C9H11NO3
MW:181.19
EINECS:248-494-9
Product Categories:Aromatic Esters;Amines;Aromatics;Intermediates;C8 to C9;Carbonyl Compounds;Esters
Mol File:27492-84-8.mol
Methyl 4-amino-2-methoxybenzoate Structure
Methyl 4-amino-2-methoxybenzoate Chemical Properties
Melting point 155-159 °C (lit.)
Boiling point 339.2±22.0 °C(Predicted)
density 1.179±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly, Heated)
form Solid
pka2.04±0.10(Predicted)
color White
InChIInChI=1S/C9H11NO3/c1-12-8-5-6(10)3-4-7(8)9(11)13-2/h3-5H,10H2,1-2H3
InChIKeyYUPQMVSYNJQULF-UHFFFAOYSA-N
SMILESC(OC)(=O)C1=CC=C(N)C=C1OC
CAS DataBase Reference27492-84-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38-20/21/22
Safety Statements 26-36-36/37/39
WGK Germany 2
HazardClass IRRITANT
HS Code 2916399090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Methyl 4-amino-2-methoxybenzoate Usage And Synthesis
Chemical PropertiesGrey Solid
UsesAn intermediate in the synthesis of Metoclopramide.
Synthesis
METHYL 2-METHOXY-4-NITROBENZOATE

39106-79-1

Methyl 4-amino-2-methoxybenzoate

27492-84-8

Methyl 2-methoxy-4-nitrobenzoate (700 mg, 3.3 mmol) was used as a raw material for a catalytic hydrogenation reaction in methanol (10 mL) with the addition of 5% Pd-C (100 mg) and Na2SO4 (100 mg) as a catalyst for 1 h at 50 psi hydrogen pressure. Upon completion of the reaction, methyl 2-methoxy-4-aminobenzoate (600 mg, quantitative yield) was obtained and the product was a white solid.

References[1] Patent: US2015/266828, 2015, A1. Location in patent: Paragraph 1023
[2] Patent: WO2016/53794, 2016, A1. Location in patent: Page/Page column 125
[3] Patent: WO2015/6100, 2015, A1. Location in patent: Page/Page column 176
[4] Proceedings - Indian Academy of Sciences, Section A, 1950, vol. 32, p. 357,362
[5] Journal of the American Chemical Society, 1952, vol. 74, p. 592,595
Tag:Methyl 4-amino-2-methoxybenzoate(27492-84-8) Related Product Information
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