Dimethylformamide → HCID 178522035、化合物

HRID 35027

反応式

HRID 35027 の反応式
[F:1][C:2]([F:23])([C:16]([F:22])([F:21])[C:17]([F:20])([F:19])[F:18])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]#[N:15])=[CH:8][CH:7]=1)=[O:4].[N-:24]=[N+:25]=[N-:26].[Na+].[Cl-].[NH4+].CN(C)C=O>O>[F:1][C:2]([F:23])([C:16]([F:21])([F:22])[C:17]([F:19])([F:20])[F:18])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]2[NH:26][N:25]=[N:24][N:15]=2)=[CH:8][CH:7]=1)=[O:4]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 212977082,2,3,3,4,4,4-heptafluoro-N-[4-(2-cyanoethyl)phenyl]butanamide

生成物 1

HCID 178522035HCID 178522035、化合物収率 43.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
130 °C

実験手順

A mixture of 2,2,3,3,4,4,4-heptafluoro-N-[4-(2-cyanoethyl)phenyl]butanamide (3.9 g), sodium azide (3.7 g), ammonium chloride (3 g) and dimethylformamide (60 mL) was stirred under a nitrogen atmosphere and heated in a 130° C. oil bath for 48 hours. Water (300 mL) was added to the hot mixture to dissolve all suspended salts and the solution was allowed to cool to room temperature. More water was added and the precipitate was collected by filtration. The tan solid was dried at 65° C. in vacuo overnight and recrystallized from a hexane/tetrahydrofuran mixture to give 1.9 g (43% yield) of the title compound as a tan solid, m.p. 161°-162° C.

後処理

  1. dissolutionto dissolve all suspended salts
  2. temperatureto cool to room temperature
  3. filtrationthe precipitate was collected by filtration
  4. customThe tan solid was dried at 65° C. in vacuo overnight
  5. customrecrystallized from a hexane/tetrahydrofuran mixture

出典と根拠

ORDレコード
ord-9153dc27639e4a4bb14481582c20460a
出典データセット
uspto-grants-1988_08
特許番号
US04764623

関連ノート

読み込み中…