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

HRID 34422

反応式

HRID 34422 の反応式
[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]

参加物

6

反応物 4

HCID 784Hydrogen PeroxideHCID 6654(+-)-alpha-PineneHCID 81441-OctanethiolHCID 178418558HCID 178418558、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
155 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-63e6f5db205045cbb08b8a090078ddbd
出典データセット
uspto-grants-1988_08
特許番号
US04761482

関連ノート

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