Sodium Hydroxide → (+)-7-[1,4)Dioxan-2-yl-4-methoxy-benzothiazol-2-ylamine

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1.10 g (3.39 mmol) (±)-(7-[1,4]dioxan-2-yl-4-methoxy-benzothiazol-2-yl)-carbamic acid methyl ester in 50 ml dioxane and 50 ml ethylene glycol was added 100 ml of a 5 N aq. sodium hydroxide solution and the mixture was heated at 100° C. for 16 h. After cooling to room temperature the mixture was poured onto water and extracted three times with ethyl acetate. The combined organic phases were washed with brine, then dried over sodium sulfate and concentrated in vacuo. Trituration in methanol afforded 0.66 g (73%) (±)-7-[1,4]dioxan-2-yl-4-methoxy-benzothiazol-2-ylamine as a white solid. ES-MS m/e (%): 267 (M+H+, 100).

Provenance & Evidence