Hydrogen Peroxide → 2-(2-Pinanylthio)-5-(octyldithio)-1,3,4-thiadiazole

HRID 34422

반응식

HRID 34422 반응식
[CH3:1][C:2]1[CH:7]2[C:8]([CH3:10])([CH3:9])[CH:5]([CH2:6]2)[CH2:4][CH:3]=1.[SH:11][C:12]1[S:13][C:14]([SH:17])=[N:15][N:16]=1.[CH2:18]([SH:26])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].OO>C(O)(C)C>[CH:7]12[CH2:6][CH:5]([C:8]1([CH3:10])[CH3:9])[CH2:4][CH2:3][C:2]2([S:11][C:12]1[S:13][C:14]([S:17][S:26][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[N:15][N:16]=1)[CH3:1]

참가 물질

6

반응물 4

HCID 784Hydrogen PeroxideHCID 6654(+-)-alpha-PineneHCID 81441-OctanethiolHCID 178418558HCID 178418558, 화합물

생성물 1

HCID 142510692-(2-Pinanylthio)-5-(octyldithio)-1,3,4-thiadiazole

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
155 °C

실험 절차

Alpha-pinene (38 g, 0.28 mol) and 2,5-dimercapto-1,3,4-thiadiazole (40 g, 0.27 mol) were charged to the reaction flask and cautiously heated to 155° C. since the reaction was exothermic. The reaction was maintained at 155° C. for 15 min. and then cooled. Isopropanol (32 g) and n-octylmercaptan (43.7 g, 0.30 mol) were charged. Hydrogen peroxide, 35% (60 g, 0.62 mol) was added slowly while maintaining the temperature at 40°-50° C. The reaction was then allowed to stand overnight. The product was extracted with 150 ml of n-hexane and washed with 150 ml of 1M sodium carbonate. The organic layer was dried over magnesium sulfate, filtered, and the solvent removed by rotary evaporation.

후처리

  1. temperatureThe reaction was maintained at 155° C. for 15 min.
  2. temperaturecooled
  3. temperaturewhile maintaining the temperature at 40°-50° C
  4. extractionThe product was extracted with 150 ml of n-hexane
  5. washwashed with 150 ml of 1M sodium carbonate
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent removed by rotary evaporation

출처 및 근거

ORD 기록
ord-63e6f5db205045cbb08b8a090078ddbd
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04761482

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