Hydrochloric Acid → N-allyl-N'-t-butyl-N,N'-dibenzoylhydrazine

To a stirred solution of N'-t-butyl-N,N'-dibenzoylhydrazine (3 g, 0.011M) in DMF (30 ml) at room temperature under nitrogen was added portionwise sodium hydride (60% oil dispersion) (0.5 g, 0.012M). The mixture was stirred at room temperature for 0.5 hours, and then allyl iodide (1.8 g, 0.01M) was added dropwise. The reaction mixture was warmed to 60° C. and stirred for 2 hours. The mixture was then diluted with water (50 ml), neutralized with 10% HCl and the product extracted into methylene chloride (50 ml). The methylene chloride layer was washed with water (5×20 ml), dried over anhydrous magnesium sulfate and the methylene chloride removed under vacuum to afford N-allyl-N'-t-butyl-N,N'-dibenzoylhydrazine as an oil.

1. temperatureThe reaction mixture was warmed to 60° C.
2. stirringstirred for 2 hours
3. extractionthe product extracted into methylene chloride (50 ml)
4. washThe methylene chloride layer was washed with water (5×20 ml)
5. dry with materialdried over anhydrous magnesium sulfate
6. customthe methylene chloride removed under vacuum

ORD record

ord-1f565d8e745b4d0f90d3eefa8cd0e70b

Source dataset

uspto-grants-1995_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05424333