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Phenylacetyl chloride → 5-chloro-2-(methylsulfanyl)-N'-(phenylacetyl)pyrimidine-4-carbohydrazide

HRID 2267422
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HRID 2267422 반응식
[Cl:1][C:2]1[C:3]([C:10]([NH:12][NH2:13])=[O:11])=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1.[C:14]1([CH2:20][C:21](Cl)=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>N1C=CC=CC=1.O>[Cl:1][C:2]1[C:3]([C:10]([NH:12][NH:13][C:21](=[O:22])[CH2:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1
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참가 물질

5

반응물 2

HCID 7679Phenylacetyl chlorideHCID 432447685-Chloro-2-(methylthio)pyrimidine-4-carbohydrazide

생성물 1

HCID 175865525-chloro-2-(methylsulfanyl)-N'-(phenylacetyl)pyrimidine-4-carbohydrazide수율 28.5%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

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온도
60 °C

실험 절차

5-Chloro-2-(methylthio)pyrimidine-4-carbohydrazide (1.0 g, 4.6 mmol) and 2-phenylacetyl chloride (0.61 mL, 4.6 mmol) were dissolved in 20 mL pyridine. The solution was stirred at 60° C. for 3 h. Upon cooling to room temperature, the reaction mixture was diluted with excess H2O. The aqueous layer was extracted with EtOAc 3 times. The combined organic layers were washed with 2 N HCl and H2O, dried over magnesium sulfate and concentrated under vacuum. Flash chromatography was required to obtain 0.442 g (26% yield) of product as a white solid. MS (M+H)+ 337.

후처리

  1. temperatureUpon cooling to room temperature
  2. extractionThe aqueous layer was extracted with EtOAc 3 times
  3. washThe combined organic layers were washed with 2 N HCl and H2O
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-730621f8196b4fac8f3cd21216bb1e8c
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07858785B2

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