2,4,6-Cycloheptatrien-1-one, 5-amino-2-methoxy- → HCID 54712693, compound

Participants

Reaction Steps

In a nitrogen atmosphere, a solution of methyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (4.0 g) and 5-amino-2-methoxy-2,4,6-cycloheptatrien-1-one (2.7 g) in xylene (100 ml) is refluxed for 6 hours. The reaction mixture is then allowed to stand at room temperature overnight. The crystals that have separated out are collected by filtration and purified by silica gel (40 g) column chromatography using methanol-dichloromethane (5:95) as the eluent. The resulting crude product is recrystallized from dioxane-methanol to give 4-hydroxy-2-methyl-N-(2-methoxy-1-oxo-2,4,6-cycloheptatrien-5-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (0.3 g), m.p. 215°-218° C.

Provenance & Evidence