Pyridine → (E)-3-(3-chloro-2-fluoro-styryl)-5-trichloromethyl-1,2,4-oxadiazole

HRID 22366노트

반응식

HRID 22366 반응식
[Cl:1][C:2]([Cl:7])([Cl:6])[C:3](Cl)=[O:4].[Cl:8][C:9]1[C:10]([F:21])=[C:11]([CH:18]=[CH:19][CH:20]=1)/[CH:12]=[CH:13]/[C:14](=[N:16]O)[NH2:15].N1C=CC=CC=1>C(Cl)(Cl)Cl>[Cl:8][C:9]1[C:10]([F:21])=[C:11]([CH:18]=[CH:19][CH:20]=1)/[CH:12]=[CH:13]/[C:14]1[N:16]=[C:3]([C:2]([Cl:7])([Cl:6])[Cl:1])[O:4][N:15]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6420Trichloroacetyl chlorideHCID 86748305(E)-3-chloro-2-fluoro-cinnamamide oxime

생성물 1

HCID 23364567(E)-3-(3-chloro-2-fluoro-styryl)-5-trichloromethyl-1,2,4-oxadiazole수율 48.7%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

12.7 g (0.07 mol) of trichloroacetyl chloride are added dropwise to a suspension consisting of 6.4 g (0.03 mol) of (E)-3-chloro-2-fluoro-cinnamamide oxime in 90 ml of chloroform and 6 ml (0.07 mol) of dry pyridine. During this process, there is a slight evolution of heat. Subsequently, the mixture is stirred for 1 hour and the pyridine hydrochloride which separates out is filtered off and washed with chloroform. The filtrate is concentrated in vacuo and the remaining solid material is recrystallized. 5.0 g (48.7% of theory) of (E)-3-(3-chloro-2-fluoro-styryl)-5-trichloromethyl-1,2,4-oxadiazole are obtained.

후처리

  1. temperatureof heat
  2. filtrationthe pyridine hydrochloride which separates out is filtered off
  3. washwashed with chloroform
  4. concentrationThe filtrate is concentrated in vacuo
  5. customthe remaining solid material is recrystallized

출처 및 근거

ORD 기록
ord-ee72f4837e0f489eb3d751852d9ce809
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428049

반응 노트

불러오는 중…