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Water → 2-benzylsulfonyl-7-chloro-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 703831
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HRID 703831 반응식
[CH2:1]([S:8][C:9]1[S:20][C:12]2=[N:13][C:14]([Cl:19])=[C:15]([CH3:18])[C:16](=[O:17])[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:21]OS([O-])=O.[K+].[OH2:27]>CO>[CH2:1]([S:8]([C:9]1[S:20][C:12]2=[N:13][C:14]([Cl:19])=[C:15]([CH3:18])[C:16](=[O:17])[N:11]2[N:10]=1)(=[O:21])=[O:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 142544222-benzylthio-7-chloro-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 142544422-benzylsulfonyl-7-chloro-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one수율 62%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

Four point nine (4.9) grams of 2-benzylthio-7-chloro-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was dissolved in methanol. To this solution, an aqueous suspension of 69.2 g of OXONE® in 240 ml of water was added, and the mixture was stirred at 60° C. for 1 hour and 45 minutes. After cooling, the reaction mixture was extracted with chloroform, the organic layer was washed with an aqueous sodium thiosulfate solution and water respectively and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was recrystallized from a toluene/ethanol (1:1) mixture. Thus 3.3 g of 2-benzylsulfonyl-7-chloro-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. m.p. 211°-213° C. Yield 62%.

후처리

  1. additionwas added
  2. temperatureAfter cooling
  3. extractionthe reaction mixture was extracted with chloroform
  4. washthe organic layer was washed with an aqueous sodium thiosulfate solution and water respectively
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was recrystallized from a toluene/ethanol (1:1) mixture

출처 및 근거

ORD 기록
ord-681c7d0ef5dd4f2eaa6f57932f892484
출처 데이터셋
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04985432

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