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5-Methoxybenzo[d]isothiazole-3-carboxylic acid synthesis

2synthesis methods
1,2-Benzisothiazole-3-carboxylic acid, 5-methoxy-, ethyl ester

936923-44-3
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5-Methoxybenzo[d]isothiazole-3-carboxylic acid

677304-76-6
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Yield:677304-76-6 96%

Reaction Conditions:

Stage #1: C11H11NO3Swith sodium hydroxide;ethanol;water in tetrahydrofuran; for 3 h;Heating / reflux;
Stage #2: with hydrogenchloride;water pH=1 - 2;

Steps:

2

A solution of sodium hydroxide (2 N, 12 mL) was added to a solution of the ester (5.06 mmol) in tetrahydrofuran (50 mL) and ethanol (50 mL) and the resulting solution was heated at reflux for 3 h. The reaction mixture was concentrated, re-dissolved in water (12 mL), and the pH was adjusted to 1-2 by the addition of 5% hydrochloric acid. The solids were collected by filtration, washed with water, and dried to provide the acid in 96% yield as a light yellow solid.

References:

WO2007/56582,2007,A1 Location in patent:Page/Page column 71

63675-77-4 Synthesis
Benzo[b]thiophene-2,3-dione, 6-Methoxy-

63675-77-4
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5-Methoxybenzo[d]isothiazole-3-carboxylic acid

677304-76-6
21 suppliers
inquiry

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