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Methyl 3-amino-2-methylbenzoate

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CAS:18583-89-6
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Methyl 3-amino-2-methylbenzoate manufacturers

Methyl 3-amino-2-methylbenzoate Basic information
Product Name:Methyl 3-amino-2-methylbenzoate
Synonyms:METHYL 3-AMINO-O-TOLUATE;METHYL 3-AMINO-2-METHYLBENZOATE;METHYL 2-METHYL-3-AMINO BENZOATE;AKOS BB-3100;3-AMINO-2-METHYLBENZOIC ACID METHYL ESTER;3-Amino-2-Methylbenzoate;Methyl 3-Amino-2-melthyl benzoate;2-Amino-6-(methoxycarbonyl)toluene, 3-(Methoxycarbonyl)-2-methylaniline
CAS:18583-89-6
MF:C9H11NO2
MW:165.19
EINECS:629-093-1
Product Categories:Benzoic acid;C8 to C9;Carbonyl Compounds;Esters
Mol File:18583-89-6.mol
Methyl 3-amino-2-methylbenzoate Structure
Methyl 3-amino-2-methylbenzoate Chemical Properties
Boiling point 300 °C (lit.)
density 1.146 g/mL at 25 °C (lit.)
refractive index n20/D 1.573(lit.)
Fp 220 °F
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Chloroform (Sparingly), Methanol (Slightly)
form Liquid
pka3.31±0.10(Predicted)
color Colorless to brown
CAS DataBase Reference18583-89-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HazardClass IRRITANT
HS Code 2922498590
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl 3-amino-2-methylbenzoate Usage And Synthesis
Chemical Propertiesoff-white powder
UsesMethyl 3-Amino-2-methylbenzoate can be used in petroleum recovery process.
Synthesis
3-Amino-2-methylbenzoic acid

52130-17-3

Methyl 3-amino-2-methylbenzoate

18583-89-6

A. General procedure for the synthesis of methyl 3-amino-2-methylbenzoate: 10 g (66.2 mmol) of 3-amino-2-methylbenzoic acid and 20 g of p-toluenesulfonic acid monohydrate were dissolved in 400 mL of methanol and the reaction was carried out at reflux overnight. After completion of the reaction, the reaction solution was diluted with a mixture of ethyl acetate and 1 M potassium carbonate solution. After cooling, the organic and aqueous layers were separated. The organic layer was washed sequentially with 1M potassium carbonate solution and saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated to give 9.23 g of an orange oily product in 85% yield. The product was characterized as follows: 1H NMR (CDCl3): δ 2.34 (s, 3H), 3.73 (br.s, 2H), 3.88 (s, 3H), 6.81 (d, J = 7.96 Hz, 1H), 7.05 (t, J = 7.78 Hz, 1H), 7.19-7.30 (m, 1H). IR (CHCl3): 3406, 3027, 3012, 2.30 (m). 3027, 3012, 2978, 2953, 1718, 1621, 1467, 1435, 1315, 1301, 1265, 1196, 1159, 1108, 1066, 1045, 810 cm-1. MS (FD): m/e 165 (M+, 100).

References[1] Patent: US5952343, 1999, A
[2] Patent: US5461154, 1995, A
[3] Patent: US5484926, 1996, A
[4] Patent: US6555541, 2003, B1
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