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Dimethylformamide → 4,4-Difluoro-3-methyl-3-butenyl 4-methyl-2-(methylthio)pyrimidine-5-carboxylate

HRID 917376
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HRID 917376 반응식
CN(C)C=O.CS([O:10][CH2:11][CH2:12][C:13]([CH3:17])=[C:14]([F:16])[F:15])(=O)=O.[CH3:18][C:19]1[C:24]([C:25](O)=[O:26])=[CH:23][N:22]=[C:21]([S:28][CH3:29])[N:20]=1.C(=O)([O-])O.[Na+]>O>[CH3:18][C:19]1[C:24]([C:25]([O:10][CH2:11][CH2:12][C:13]([CH3:17])=[C:14]([F:15])[F:16])=[O:26])=[CH:23][N:22]=[C:21]([S:28][CH3:29])[N:20]=1
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 36133564-Methyl-2-(methylsulfanyl)pyrimidine-5-carboxylic acidHCID 230202374,4-Difluoro-3-Methyl-3-Buten-1-Yl Methanesulfonate

생성물 1

HCID 691788864,4-Difluoro-3-methyl-3-butenyl 4-methyl-2-(methylthio)pyrimidine-5-carboxylate수율 92%

시약·촉매·용매 1

HCID 962
Water
용매

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온도
100 °C

실험 절차

To 40 ml of N,N-dimethylformamide were dissolved 4.00 g (20 mmol) of 4,4-difluoro-3-methyl-3-butenyl methanesulfonate and 4.00 g (22 mmol) of 4-methyl-2-(methylthio)pyrimidine-5-carboxylic acid, followed by the addition of 3.70 g (44 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 3 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate, the addition of “Florisil” and filtering. The solution was concentrated under reduced pressure to obtain 5.30 g (yield: 92%) of 4,4-difluoro-3-methyl-3-butenyl 4-methyl-2-(methylthio)-pyrimidine-5-carboxylate.

후처리

  1. customThe reaction liquid
  2. extractionextracted with diethyl ether
  3. washThe organic layer was washed with water
  4. dry with materialby drying over anhydrous magnesium sulfate
  5. additionthe addition of “Florisil”
  6. filtrationfiltering
  7. concentrationThe solution was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-01f56c091911419a9c3ab4d554ebb560
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07273878B2

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