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ChemicalBook--->CAS DataBase List--->5121-34-6

5121-34-6

5121-34-6 Structure

5121-34-6 Structure
IdentificationBack Directory
[Name]

Methyl 2-aMino-3-Methoxybenzoate
[CAS]

5121-34-6
[Synonyms]

Methyl 2-Amino-m-anisate
Methyl 3-methoxyanthranilate
Methyl 3-methoxy-2-aminobenzoate
Methyl 2-aMino-3-Methoxybenzoate
Methyl 2-aMino-3-Methoxybenzoatec
2-Amino-m-anisic Acid Methyl Ester
2-Amino-3-methoxy-benzoic acid methyl ester
Benzoic acid, 2-aMino-3-Methoxy-, Methyl ester
[EINECS(EC#)]

200-589-5
[Molecular Formula]

C9H11NO3
[MDL Number]

MFCD11113109
[MOL File]

5121-34-6.mol
[Molecular Weight]

181.189
Chemical PropertiesBack Directory
[Melting point ]

46.0 to 50.0 °C
[Boiling point ]

117°C/2mmHg(lit.)
[density ]

1.179±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[form ]

powder to crystal
[pka]

2.13±0.10(Predicted)
[color ]

White to Yellow to Orange
[InChI]

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

YJEZEMGLLFLMDF-UHFFFAOYSA-N
[SMILES]

C(OC)(=O)C1=CC=CC(OC)=C1N
Safety DataBack Directory
[Symbol(GHS) ]


GHS05,GHS07,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302-H314-H410
[Precautionary statements ]

P501-P273-P260-P270-P264-P280-P391-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405
[HS Code ]

2922500090
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 2-aMino-3-Methoxybenzoate(5121-34-6)1HNMR
Methyl 2-aMino-3-Methoxybenzoate(5121-34-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2-AMINO-3-METHOXYBENZOIC ACID

3177-80-8

Methyl 2-aMino-3-Methoxybenzoate

5121-34-6

(c) Synthesis of methyl 2-amino-3-methoxybenzoate: To a solution of 2-amino-3-methoxybenzoic acid (34.5 g, 206 mmol) in methanol (250 mL) was slowly added concentrated sulfuric acid (50 mL). The reaction mixture was heated to 95 °C and kept reacting overnight. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under vacuum. The resulting residue was a beige-colored slurry, which was mixed with ether and slowly poured into a mixture of ether and a cold saturated aqueous sodium carbonate solution containing an excess of sodium carbonate. The ether layer is separated and the aqueous layer is extracted twice more with ether. The ether extracts were combined, washed sequentially with dilute sodium hydroxide solution (twice), brine, dried with anhydrous sodium sulfate, filtered through a short silica gel column, and finally concentrated in vacuum to give methyl 2-amino-3-methoxybenzoate (34.0 g, 91% yield) as a brown solid.LC-MS (ES) m/z = 182 [M + H]+.

[References]

[1] Patent: WO2014/195919, 2014, A1. Location in patent: Page/Page column 68
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985, vol. 24, p. 602 - 604
[3] Patent: WO2007/30582, 2007, A2. Location in patent: Page/Page column 95
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