ChemicalBook CAS DataBase List Methyl 5-chloroanthranilate

Methyl 5-chloroanthranilate synthesis

10synthesis methods

Product Name:Methyl 5-chloroanthranilate
CAS Number:5202-89-1
Molecular formula:C8H8ClNO2
Molecular Weight:185.61

67-56-1 Synthesis

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

635-21-2 Synthesis

635-21-2
409 suppliers
$5.00/5g

5202-89-1
303 suppliers
$12.00/5g

Yield:5202-89-1 100%

Reaction Conditions:

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

Steps:

100
Example 1006-Chloro-3 ,3 -dimethyl-2- (3 -morpholin-4-yl-phenyl)- 1 ,2,3 ,4-tetrahydro-quinoline-8- carboxylic acidTo a stirred solution of 2-amino-5-chloro-benzoic acid (50 g, 291 mmol) in methanol (300 mL) was added thionyl chloride (45 mL, 605 mmol) dropwise 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 2-amino-5-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 187

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51282-49-6 Synthesis