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

HRID 22366

反応式

HRID 22366 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ee72f4837e0f489eb3d751852d9ce809
出典データセット
uspto-grants-1995_06
特許番号
US05428049

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