Chloride → HCID 20426906, compound

Participants

Reaction Steps

To 2.5 g. of 4-(4-chlorophenyl)-2-(hydroxymethyl)-5H-pyrido[3,4-b][1,4]benzothiazin-3(2H)-one (7.0 mmol.) in 25 ml. of pyridine at 0° C. was added 2.5 ml. of isovalery chloride (20.5 mmol.). After stirring for 35 minutes, the mixture was poured onto ice-water and allowed to stand for 16 hours at room temperature. The crude product which formed as an orange precipitate was collected, washed with water, air-dried, and purified using flash chromotography on silica gel, using a mixture of 5% ethyl acetate: 95% methylene chloride as the eluent. Fractions containing the product were combined and triturated with ether to yield 4-(4-chlorophenyl)-2-[(3-methyl-1-oxobutoxy)methyl]-5H-pyrido-[3,4-b][1,4]benzothiazin-3(2H)-one as a yellow solid (1.1 g; 36% yield) having the structural formula, ##STR16## a melting point in the range of 163°-171° C. and the following elemental analysis:

Provenance & Evidence