ChemicalBook--->CAS DataBase List--->18595-13-6

18595-13-6

18595-13-6 Structure

18595-13-6 Structure
IdentificationBack Directory
[Name]

2-Amino-6-methylbenzoic acid methyl ester
[CAS]

18595-13-6
[Synonyms]

Methyl 2-aMino-6-Methylbenzoate
methyl 6-amino-2-methylbenzoate
2-Amino-6-methylbenzoic acid methyl ester
Benzoic acid, 2-aMino-6-Methyl-, Methyl ester
Methyl 6-methylanthranilate, Methyl 6-amino-o-toluate
[EINECS(EC#)]

241-312-9
[Molecular Formula]

C9H11NO2
[MDL Number]

MFCD11505989
[MOL File]

18595-13-6.mol
[Molecular Weight]

165.19
Chemical PropertiesBack Directory
[Boiling point ]

257.2±20.0 °C(Predicted)
[density ]

1.132±0.06 g/cm3(Predicted)
[storage temp. ]

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

2.32±0.10(Predicted)
[Appearance]

Light yellow to yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[HS Code ]

2922498590
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-6-methylbenzoic acid methyl ester(18595-13-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

METHYL-2METHYL-6-NITRO-BENZOATE

61940-22-5

2-Amino-6-methylbenzoic acid methyl ester

18595-13-6

General procedure for the synthesis of methyl 2-amino-6-methylbenzoate from methyl 2-methyl-6-nitrobenzoate: Methyl 2-methyl-6-nitrobenzoate (3.80 g, 19.5 mmol) was mixed with 10% palladium-carbon catalyst (1.03 g in 50% water) in methanol (20 mL) and the reaction was stirred for 1.5 h at 20-25 °C under hydrogen atmosphere. Upon completion of the reaction, the palladium-carbon catalyst was removed by filtration, followed by distillation under reduced pressure to remove the solvent to afford the target product methyl 2-amino-6-methylbenzoate (3.13 g, 97% yield). The product was characterized by 1H-NMR (CDCl3) with chemical shifts δ: 2.43 (3H, s), 3.88 (3H, s), 6.52 (1H, d, J=7.9 Hz), 6.54 (1H, d, J=7.9 Hz), 7.08 (1H, t, J=7.9 Hz).

[References]

[1] Chemical Communications, 2005, # 44, p. 5583 - 5585
[2] Chemistry - A European Journal, 2009, vol. 15, # 24, p. 5956 - 5968
[3] Patent: EP1844768, 2007, A1. Location in patent: Page/Page column 27
[4] Bulletin de la Societe Scientifique de Bretagne, 1956, vol. 31, p. Sonderheft S.9,41
[5] Patent: US2002/19414, 2002, A1
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