반응 #75503

반응 방정식

water

bromomaleic anhydride

sodium acetate

hydrazine monohydrate

→

title compound

수율 37.0%

4-Bromo-1,2-dihydropyridazine-3,6-dione

수율 37.0%

용매

acetic acid water

반응 조건

후처리

1. 1
   온도Upon cooling the mixture
2. 2
   추출extracted with ethyl acetate (6×500 ml)
3. 3
   건조The combined extracts were dried (MgSO4)
4. 4
   여과filtered
5. 5
   기타evaporated

실험 절차

A mixture of bromomaleic anhydride (50 g, 283 mmol) and sodium acetate (76.5 g, 562 mmol) in 40% acetic acid/water (750 ml) was treated with hydrazine monohydrate (16.5 ml, 339 mmol) at room temperature under nitrogen. The brown solution was stirred and heated at 100° C. for 18 hours. Upon cooling the mixture was poured into water (11) and extracted with ethyl acetate (6×500 ml). The combined extracts were dried (MgSO4), filtered and evaporated to afford the title compound (20 g, 37%) as an orange solid. 1H NMR (250 MHz, d6-DMSO) δ7.68 (1H, br s). MS (ES+) m/e 193 [MH]+, 191 [MH]+. This material was used without further purification.

출처