Methanol → HCID 53911013, compound

Participants

Reaction Conditions

Reaction Steps

To solution of phosphorus pentachloride (10.92 g) in methylene chloride (110 ml) was added 2-allyloxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetic acid (syn isomer) (11.4 g) under cooling at -20° C. and stirring, which was continued for 50 minutes at -15° to -5°. To the mixture was dropped a solution of methanol (2.4 g) in pyridine (15.82 g) at -30° to -10° under stirring, which was continued for 20 minutes at -10° C. To the reaction mixture was dropped water (110 ml) and the mixture was adjusted to pH 2 with 1N aqueous sodium hydroxide and then stirred for 30 minutes at 0° C. The resulting precipitate was filtered, washed with water and dried to give methyl 2-allyloxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetate (syn isomer) (8.40 g).

Provenance & Evidence