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

HRID 1957251노트

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HRID 1957251 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-33873b7af43944a18b7fe038a6690831
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05783522

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