Sodium Hydroxide → HCID 12496842, compound

Participants

Reaction Steps

64 gm (0.2 mol) of 4-(3-methyl-2-butenyl)-1,2-diphenyl-3,5-dioxo-pyrazolidine were dissolved in an aqueous sodium hydroxide solution obtained by dissolving 16 gm (0.4 mol) of sodium hydroxide pellets in 640 ml of water. The solution was heated for 7 hours. The reaction mixture was then cooled to room temperature and washed twice with ether. The ether extract contained a little hydrazobenzene. The aqueous alkaline solution was then made acid to Congo red with 10% hydrochloric acid and quickly extracted with ethyl ether. The organic phase was evaporated to dryness, leaving (3-methyl-2-butenyl)propanedioic acid mono(1,2-diphenyl hydrazide) as an oily residue which was dissolved in a dilute ammonium hydroxide solution obtained by diluting 40 ml of an aqueous 32% ammonium hydroxide solution with 600 ml of water. To this solution was added a solution of 11 gm of calcium chloride in 40 ml of water. The calcium salt of (3-methyl-2-butenyl)propanedioic acid mono(1,2-phenylhydrazide)dihydrate which precipitated upon stirring was suction filtered off and dried for 8 hours at 50° C. and 15 mmHg. The salt was obtained as a white solid. Yield: 54.06 gm (72% of theory), M.p. 166° C.

Provenance & Evidence