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With sodium bicarbonate; triethylamine; In chloroform;
REFERENCE EXAMPLE 4 A solution of 10 g of <strong>[134372-47-7]6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid</strong> and 6.5 ml of triethylamine in 100 ml of chloroform was cooled, and 4.4 g of acetyl chloride was added thereto with stirring. The resulting mixture was stirred at room temperature for 2 hours. To the liquid reaction mixture were added an aqueous solution of sodium hydrogen carbonate and chloroform, and the resulting organic layer was separated, washed with water, and then dried with magnesium sulfate. The solvent was distilled off under reduced pressure, thereby obtaining 7.8 g of 4-acetyl-<strong>[134372-47-7]6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid</strong>. Melting point: 76-77 C.
With sulfuric acid; sodium hydrogencarbonate; In methanol; ethyl acetate;
REFERENCE EXAMPLE 1 A mixture of 12 g of <strong>[134372-47-7]6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid</strong>, 200 ml of methanol, and 10 ml of concentrated sulfuric acid was heat-refluxed for 24 hours with stirring. The liquid reaction mixture was concentrated in vacuo. To the residue were added an aqueous solution of sodium hydrogencarbonate and ethyl acetate, and the resulting organic layer was separated, washed with water, and dried over magnesium sulfate. The solvent was clitilled off under reduced pressure, and the residue was recrystallized from a mixed solvent of isopropyl ether and ethanol to give 9.2 g of methyl 6-chloro-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylate. Melting point: 60-61 C.
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