반응 #75510

반응 방정식

Triphosgene

6-chloro-5-(morpholin-4-yl)pyridazin-3-ylhydrazine

→

6-chloro-7-(morpholin-4-yl)-2H-1,2,4-triazolo[4,3-b]pyridazin-3-one

수율 172.1%

용매

1,2-dichloroethane

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux for 22 hours
3. 3
   온도Upon cooling the precipitate
4. 4
   여과was collected by filtration
5. 5
   세척The solid was washed with diethyl ether
6. 6
   기타dried in vacuo

실험 절차

Triphosgene (750 mg, 2.5 mmol) was added to a stirred solution of 6-chloro-5-(morpholin-4-yl)pyridazin-3-ylhydrazine (1.42 g, 6.2 mmol) in 1,2-dichloroethane (60 ml) at room temperature under nitrogen. The mixture was then stirred and heated at reflux for 22 hours. Upon cooling the precipitate was collected by filtration. The solid was washed with diethyl ether and then dried in vacuo to give 6-chloro-7-(morpholin-4-yl)-2H-1,2,4-triazolo[4,3-b]pyridazin-3-one (1.1 g, 67%) which was used without further purification. Data for the title compound: 1H NMR (250 MHz, d6-DMSO) δ3.02-3.05 (4H, m), 3.72-3.76 (4H, m), 7.19 (1H, s), 12.57 (1H, br s); MS (ES+) m/e 256, 258 [MH+].

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