Sodium Hydroxide → 3-Chloro-2-(4-chloro-3-dimethylaminothiocarbonyloxyphenyl)-5-trifluoromethylpyridine

HRID 1957251ノート

反応式

HRID 1957251 の反応式
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([OH:19])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH3:20][N:21]([CH3:25])[C:22](Cl)=[S:23].[H-].[Na+].[OH-].[Na+]>CN(C)C=O>[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([O:19][C:22]([N:21]([CH3:25])[CH3:20])=[S:23])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 27871Dimethylthiocarbamoyl chlorideHCID 190687593-Chloro-2-(4-chloro-3-hydroxyphenyl)5-trifluoromethylpyridine

生成物 1

HCID 539447333-Chloro-2-(4-chloro-3-dimethylaminothiocarbonyloxyphenyl)-5-trifluoromethylpyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
80 °C

実験手順

A solution of 65.0 g of 3-chloro-2-(4-chloro-3-hydroxyphenyl)-5-trifluoromethylpyridine in 200 ml of dimethylformamide, and then 31.3 g of dimethylthiocarbamoyl chloride, were added dropwise to a suspension of 6.7 g of 80% sodium hydride in 300 ml of anhydrous dimethylformamide. The solution was stirred at 80° C. for one hour and then poured into 2.5 1 of 1% by weight sodium hydroxide solution. After extraction three times with 250 ml of tert-butyl methyl ether each time the combined organic phases were washed twice with 150 ml of water each time and then dried over sodium sulfate and concentrated until crystallization started. After removal of the crystals, the mother liquor was concentrated further until more of the product started to crystallized out.

後処理

  1. extractionAfter extraction three times with 250 ml of tert-butyl methyl ether each time the combined organic phases
  2. washwere washed twice with 150 ml of water each time
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated until crystallization
  5. customAfter removal of the crystals
  6. concentrationthe mother liquor was concentrated further until more of the product
  7. customto crystallized out

出典と根拠

ORDレコード
ord-33873b7af43944a18b7fe038a6690831
出典データセット
uspto-grants-1998_07
特許番号
US05783522

反応ノート

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