METHYL 4-AMINO-3-CHLOROBENZOATE synthesis

5synthesis methods

Product Name:METHYL 4-AMINO-3-CHLOROBENZOATE
CAS Number:84228-44-4
Molecular formula:C8H8ClNO2
Molecular Weight:185.61

67-56-1 Synthesis

67-56-1
755 suppliers
$7.29/5ml-f

2486-71-7 Synthesis

2486-71-7
204 suppliers
$8.00/1g

84228-44-4
130 suppliers
$7.00/1g

Yield: 100%

Reaction Conditions:

with thionyl chloride at 0; for 12 h;Reflux;

Steps:

112
Example 1128-Chloro-3 ,3 -dimethyl-2- (3 -morpholin-4-yl-phenyl)- 1 ,2,3 ,4-tetrahydro-quinoline-6- carboxylic acidTo a stirred solution of 4-amino-3-chloro-benzoic acid (50 g, 291 mmol) in methanol (300 mL) was added thionyl chloride (45 mL, 605 mmol) dropewise at 0 °C. Then the mixture solution was refluxed for 12 hours before cooling to room temperature. Then the reaction mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate (500 mL), washed with saturated aqueous sodium bicarbonate solution (3 x 100 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford 4-amino-3-chloro- benzoic acid methyl ester (54 g, quant.) as a pale-white solid: LC/MS m/e calcd for C₈H₈C1N0₂ (M+H)⁺: 186.61, observed: 185.9.

References:

F. HOFFMANN-LA ROCHE AG;CHEN, Li;FENG, Lichun;HUANG, Mengwei;LIU, Yongfu;WU, Guolong;WU, Jim, Zhen;ZHOU, Mingwei WO2011/128251, 2011, A1 Location in patent:Page/Page column 203

619-45-4 Synthesis