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ChemicalBook CAS DataBase List 3-(METHANESULFONYLAMINO)PHENYLACETIC ACID

3-(METHANESULFONYLAMINO)PHENYLACETIC ACID synthesis

3synthesis methods
-

Yield:407640-21-5 92%

Reaction Conditions:

Stage #1: 2-(3-(methylsulfonylamino)phenyl)acetic acid methyl esterwith sodium hydroxide in ethanol;water; for 1 h;
Stage #2: with hydrogenchloride

Steps:

21

Methyl 3-(methanesulfonylamino)- phenylacetate (3.36 g, 13.8 mmol) was dissolved in ethanol (16 mL) and 1N NAOH (30 mL) added. The reaction was stirred for 1 hour, then 1N HCl (50 mL) and water (50 mL) were added. The product was extracted into ethyl acetate (3 x 50 mL) and the combined extracts were washed with water and brine and dried (MGS04). Removal of solvent afforded 3- (methanesulfonyl) phenylacetic acid (2.90 g, 92%). 1H NMR (500 MHz, DMSO-d6) 8 12.32 (1H, br), 9.69 (1H, br), 7. 26 (1H, dd), 7.10 (2H, m), 7.00 (1H, d), 6.57 (1H, s), 3.54 (2H, s), 2.97 (3H, s).

References:

WO2005/19190,2005,A2 Location in patent:Page/Page column 57