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

HRID 1607556노트

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HRID 1607556 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+].C(Cl)(Cl)Cl>CN(C)C=O.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

7

반응물 4

HCID 6212ChloroformHCID 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 2

HCID 962Water용매HCID 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 wxtracted 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.

후처리

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

출처 및 근거

ORD 기록
ord-98bdf601a9624a9d8a151cc53896db8a
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04866064

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