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Water → methyl N-(4,6-dimethylpyrimidin-2-yl)-N'-(2-phenylphenyl)sulfonylcarbamimidothioate

HRID 637869
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인쇄 미리보기

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HRID 637869 반응식
[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([NH:10][C:11]([NH:13][C:14]1[N:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=1)=[S:12])(=[O:9])=[O:8].[Na].[CH3:29]I.O>C(#N)C.C(O)C>[C:1]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([NH:10][C:11](=[N:13][C:14]1[N:15]=[C:16]([CH3:21])[CH:17]=[C:18]([CH3:20])[N:19]=1)[S:12][CH3:29])(=[O:9])=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 5360545SodiumHCID 134885341-(2-Biphenylsulfonyl)3-(4,6-dimethylpyrimidin-2-yl)thiourea

생성물 1

HCID 178503865methyl N-(4,6-dimethylpyrimidin-2-yl)-N'-(2-phenylphenyl)sulfonylcarbamimidothioate수율 38.8%

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 6342Acetonitrile용매

실험 절차

3.98 g of 1-(2-biphenylylsulfonyl)3-(4,6-dimethylpyrimidin-2-yl)thiourea was suspended in 50 ml of dry acetonitrile, and a solution of 0.3 g of metallic sodium in 10 ml of ethanol was added, and the mixture was heated under reflux for 30 minutes. After cooling, 1.85 g of methyl iodide was added, and the mixture was heated under reflux for 5 hours. The reaction mixture was cooled, and then poured into 100 ml of water. The product was extracted with methylene chloride. Methylene chloride was evaporated under reduced pressure, and the residue was recrystallized from ethanol to give 1.6 g of the desired 1-(2-biphenylylsulfonyl)3-(4,6-dimethylpyrimidin-2-yl)2-methylisothiourea (compound No. II-1) which was the same as obtained in Example 1. mp. 154°-157° C.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureAfter cooling
  4. temperaturethe mixture was heated
  5. temperatureunder reflux for 5 hours
  6. temperatureThe reaction mixture was cooled
  7. extractionThe product was extracted with methylene chloride
  8. customMethylene chloride was evaporated under reduced pressure
  9. customthe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-89bf74d21d564b4b9206beac4d6bd9e5
출처 데이터셋
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04559079

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