ChemicalBook--->CAS DataBase List--->27492-84-8

27492-84-8

27492-84-8 Structure

27492-84-8 Structure
IdentificationMore
[Name]

Methyl 4-amino-2-methoxybenzoate
[CAS]

27492-84-8
[Synonyms]

4-AMINO-2-METHOXYBENZOIC ACID METHYL ESTER
METHYL 4-AMINO-2-METHOXYBENZENECARBOXYLATE
METHYL 4-AMINO-2-METHOXYBENZOATE
methyl 4-amino-o-anisate
Methyl 4-amino-2-methoxybenzoate, 95+%
4-Amino-o-anisic acid methyl ester
[EINECS(EC#)]

248-494-9
[Molecular Formula]

C9H11NO3
[MDL Number]

MFCD00017202
[Molecular Weight]

181.19
[MOL File]

27492-84-8.mol
Chemical PropertiesBack Directory
[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
[pka]

2.04±0.10(Predicted)
[color ]

White
[InChI]

InChI=1S/C9H11NO3/c1-12-8-5-6(10)3-4-7(8)9(11)13-2/h3-5H,10H2,1-2H3
[InChIKey]

YUPQMVSYNJQULF-UHFFFAOYSA-N
[SMILES]

C(OC)(=O)C1=CC=C(N)C=C1OC
[CAS DataBase Reference]

27492-84-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

2
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

2916399090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

4-Aminosalicylic acid-->Methyl 2-methoxy-4-nitrobenzoate-->Methanol-->4-Amino-2-methoxybenzoic acid-->Dimethyl sulfate-->Palladium-->Activated carbon-->Sodium sulfate-->Hydrogen
[Preparation Products]

Alizapride-->MLN-8237-->4-Amino-5-chloro-2-ethoxybenzoic acid-->7-Methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acid-->Methyl 4-acetamido-5-bromo-2-methoxybenzoate-->methyl 4,5-diamino-o-anisate-->4-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-2-methoxy-benzoic acid methyl ester-->4-Amino-2-methoxybenzoic acid-->Benzenemethanol, 4-amino-2-methoxy--->Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate-->Methyl 7-Methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylate-->Methyl 4-acetamido-5-chloro-2-methoxybenzoate-->2-Methoxy-4-[(methylsulfonyl)amino]benzoic acid
Hazard InformationBack Directory
[Chemical Properties]

Grey Solid
[Uses]

An 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
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 4-amino-2-methoxybenzoate(27492-84-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Methyl 4-amino-2-methoxybenzoate, 95%(27492-84-8)
[Alfa Aesar]

Methyl 4-amino-2-methoxybenzoate, 98%(27492-84-8)
[Sigma Aldrich]

27492-84-8(sigmaaldrich)
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