2-Amino-6-methylbenzoic acid methyl ester

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CAS:18595-13-6
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CAS:18595-13-6
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Products Intro: Product Name:2-Amino-6-methylbenzoic acid methyl ester
CAS:18595-13-6
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2-Amino-6-methylbenzoic acid methyl ester manufacturers

2-Amino-6-methylbenzoic acid methyl ester Basic information
Product Name:2-Amino-6-methylbenzoic acid methyl ester
Synonyms:2-Amino-6-methylbenzoic acid methyl ester;Methyl 2-aMino-6-Methylbenzoate;Methyl 6-methylanthranilate, Methyl 6-amino-o-toluate;Benzoic acid, 2-aMino-6-Methyl-, Methyl ester;methyl 6-amino-2-methylbenzoate
CAS:18595-13-6
MF:C9H11NO2
MW:165.19
EINECS:241-312-9
Product Categories:1
Mol File:18595-13-6.mol
2-Amino-6-methylbenzoic acid methyl ester Structure
2-Amino-6-methylbenzoic acid methyl ester Chemical Properties
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
pka2.32±0.10(Predicted)
AppearanceLight yellow to yellow Liquid
Safety Information
HS Code 2922498590
MSDS Information
2-Amino-6-methylbenzoic acid methyl ester Usage And Synthesis
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
2-Amino-6-methylbenzoic acid methyl ester Preparation Products And Raw materials
Raw materialsMETHYL-2METHYL-6-NITRO-BENZOATE -->2-Amino-6-methylbenzoic acid-->(TRIMETHYLSILYL)DIAZOMETHANE-->Water-->Methanol-->Hydrogen
Preparation Products2,3-Dimethylaniline
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