5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester

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Purity:98% Package:10MG;50MG;100MG,1G,5G,10G
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Products Intro: Product Name:Methyl 5-Amino-2-bromo-4-methylbenzoate
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Products Intro: Product Name:5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester
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Products Intro: Product Name:Methyl 5-amino-2-bromo-4-methylbenzoate
CAS:474330-54-6
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5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester Basic information
Product Name:5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester
Synonyms:5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester;Methyl 5-aMino-2-broMo-4-Methylbenzoate;Benzoic acid, 5-aMino-2-broMo-4-Methyl-, Methyl ester;methyl 5-amino-2-bromo-4-methylbenzoate hydrochloride
CAS:474330-54-6
MF:C9H10BrNO2
MW:244.09
EINECS:1533716-785-6
Product Categories:
Mol File:474330-54-6.mol
5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester Structure
5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester Chemical Properties
Boiling point 328.4±37.0 °C(Predicted)
density 1.506±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.60±0.10(Predicted)
AppearanceLight brown to gray Solid
Safety Information
MSDS Information
5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester Usage And Synthesis
Synthesis
Methanol

67-56-1

5-amino-2-bromo-4-methylbenzoic acid

745048-63-9

5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester

474330-54-6

General procedure for the synthesis of methyl 5-amino-2-bromo-4-methylbenzoate from methanol and 5-amino-2-bromo-4-methylbenzoic acid: 5-amino-2-bromo-4-methylbenzoic acid (39.90 g, 0.17 mol) was suspended in methanol (500 mL). The suspension was cooled to 0 to 5 °C and thionyl chloride (40 mL, 0.54 mol) was added slowly and dropwise. The reaction mixture was heated to reflux for 6 hours. Upon completion of the reaction, the solution was concentrated under reduced pressure and the residue was diluted with ice water (500 g). The pH was adjusted to 7.5 with saturated aqueous sodium bicarbonate and subsequently extracted with ethyl acetate (3 x 200 mL). The organic phases were combined, washed with saturated saline (3 x 200 mL), dried over anhydrous magnesium sulfate, filtered and concentrated to dryness under reduced pressure to afford methyl 5-amino-2-bromo-4-methylbenzoate as a white solid (40.35 g, 95% yield).

References[1] Patent: US2007/275907, 2007, A1. Location in patent: Page/Page column 19
[2] Patent: US2008/242596, 2008, A1. Location in patent: Page/Page column 15
[3] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 19, p. 5632 - 5635
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 24, p. 6877 - 6881
[5] ChemMedChem, 2010, vol. 5, # 6, p. 827 - 831
5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester Preparation Products And Raw materials
Raw materialsMethyl 3-amino-4-methylbenzoate-->3-Amino-4-methylbenzoic acid-->5-amino-2-bromo-4-methylbenzoic acid-->Methanol
Preparation Products1H-Indazole-6-carboxylic acid, 5-broMo-, Methyl ester
Tag:5-aMino-2-broMo-4-Methylbenzoic acid Methyl ester(474330-54-6) Related Product Information
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