3,5-Di-tert-butyl-4-hydroxyhydrocinnamic acid hydrazide → N-cinnamoyl-N'-{beta-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl}-hydrazine

Participants

Reaction Steps

To 50 ml of N-dimethylacetamide were added 2.30 g of cinnamoyl chloride and 4.04 g of β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionylhydrazine, and the resulting mixture was stirred at 30° - 35° C for 3 hours. The reaction mixture was then poured into 2 liters of water, and the produced precipitate was collected by filtration and washed with water. The so obtained precipitate was then recrystallized twice from a mixture of ethanol (first grade) and water (1 : 1, volume ratio) and dried under reduced pressure to yield 4.1 g of N-cinnamoyl-N'-{β-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl}-hydrazine as white crystals, m.p. 224.5° - 225.0° C. Analysis for C26H34N2O8 : C, 73.90%, H, 8.11%; N, 6.63%, Found: C, 73.91%; H, 7.90%; N, 6.51%.

Provenance & Evidence