Benzoyl chloride → 1,2-Dibenzoyl-1-(tert-butyl)hydrazine

To a stirred suspension of t-butylhydrazine hydrochloride (1.24 g, 10 mmoles) in toluene (50 ml) at room temperature, was added dropwise a solution of 50% aqueous sodium hydroxide (0.8 g, 10 ml). After 15 minutes, the reaction mixture was cooled to 5° C. and solutions of benzoyl chloride (2.82 gm, 20 ml) in toluene (7 ml) and 50% aqueous sodium hydroxide (1.6 g) were added dropwise and simultaneously from separate addition funnels while maintaining the temperature below 10° C. Following the addition, the reaction mixture was warmed to room temperature and stirred for 1 hr. The reaction mixture was diluted with ether and the product isolated by filtration. The product was washed with water and ether and dried. The product was recrystallized from ether-methanol to afford N'-t-butyl-N,N'-dibenzoylhydrazine as a white powder: m.p. 174°-176° C.

1. customsimultaneously from separate
2. additionaddition funnels
3. temperaturewhile maintaining the temperature below 10° C
4. additionthe addition
5. temperaturethe reaction mixture was warmed to room temperature
6. additionThe reaction mixture was diluted with ether
7. customthe product isolated by filtration
8. washThe product was washed with water and ether
9. customdried
10. customThe product was recrystallized from ether-methanol

ORD-Eintrag

ord-e5a0fe37f56f4e1db3f99f85ac7ae677

Quelldatensatz

uspto-grants-1995_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05424333