Sodium Cyanide → 7-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 1073800노트

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HRID 1073800 반응식
[CH2:1]([S:7][C:8]1[S:18][C:11]2=[N:12][C:13](I)=[CH:14][C:15](=[O:16])[N:10]2[N:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Cu](C#N)[C:20]#[N:21].[C-]#N.[Na+]>CN(C)C=O>[C:20]([C:13]1[N:12]=[C:11]2[S:18][C:8]([S:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[N:9][N:10]2[C:15](=[O:16])[CH:14]=1)#[N:21]

참가 물질

5

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HCID 8929Sodium CyanideHCID 156107912-hexylthio-7-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneHCID 178418260HCID 178418260, 화합물

생성물 1

HCID 146950717-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one수율 51.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

In 100 ml of dimethylformamide, 6 g of 2-hexylthio-7-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was dissolved. To this solution, 1.77 g of copper cyanide and 0.97 g of sodium cyanide were added and the solution was stirred at 100° C. for 1 hour. After the reaction mixture was cooled to room temperature, it was extracted with chloroform and water. The organic layer was washed with water and dried over anhydrous sodium sulfate. Florisil® was added to the organic layer and it was shaken. The solvent was distilled off, and 2.3 g of 7-cyano-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 51%.

후처리

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. extractionit was extracted with chloroform and water
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. additionFlorisil® was added to the organic layer and it
  6. stirringwas shaken
  7. distillationThe solvent was distilled off

출처 및 근거

ORD 기록
ord-43b91d8c819f44e98da72a029d64db07
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04971971

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