Water → 2-(2-Pinanylthio)-5-(t-butylthio)-1,3,4-thiadiazole

HRID 34424

反応式

HRID 34424 の反応式
[SH:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[CH3:8][C:9]1[CH:14]2[C:15]([CH3:17])([CH3:16])[CH:12]([CH2:13]2)[CH2:11][CH:10]=1.[C:18](O)([CH3:21])([CH3:20])[CH3:19].O>S(=O)(=O)(O)O.C1(C)C(C)=CC=CC=1>[CH:14]12[CH2:13][CH:12]([C:15]1([CH3:17])[CH3:16])[CH2:11][CH2:10][C:9]2([S:1][C:2]1[S:3][C:4]([S:7][C:18]([CH3:21])([CH3:20])[CH3:19])=[N:5][N:6]=1)[CH3:8]

参加物

7

反応物 4

HCID 962WaterHCID 6386tert-ButanolHCID 6654(+-)-alpha-PineneHCID 178418558HCID 178418558、化合物

生成物 1

HCID 201298522-(2-Pinanylthio)-5-(t-butylthio)-1,3,4-thiadiazole

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 7237O-Xylene溶媒2 回

反応条件

温度
140 °C

実験手順

2,5-Dimercapto-1,3,4-thiadiazole (35 g, 0.23 mol) and alpha-pinene (35 g, 0.26 mol) were charged to a reaction vessel and heated cautiously to 140° C. (exothermic reaction). The reaction was maintained at 135°-155° C. for 15 min. The reaction was fitted with a Dean Stark trap filled with xylene. Xylene (15 ml) was charged to the reaction. The reaction was fitted with an addition funnel containing t-butanol (25 g, 0.34 mol). The alcohol was added slowly with the reaction refluxing. Sulfuric acid (3 drops) was added to accelerate the water removal. The reaction product was isolated after approximately 5 ml (about 0.25 mol) of water were collected. Solvent was stripped by rotary evaporation. The product was mixed with calcium hydroxide (1 g), hexane (about 100 ml), and sufficient acetone (about 50 ml) to maintain one liquid layer. The product was filtered using a filter aid and the solvent removed by rotary evaporation. This afforded the final product.

後処理

  1. custom(exothermic reaction)
  2. temperatureThe reaction was maintained at 135°-155° C. for 15 min
  3. customThe reaction was fitted with a Dean Stark trap
  4. customThe reaction was fitted with an addition funnel
  5. temperaturerefluxing
  6. customthe water removal
  7. customwere collected
  8. customSolvent was stripped by rotary evaporation
  9. additionThe product was mixed with calcium hydroxide (1 g), hexane (about 100 ml), and sufficient acetone (about 50 ml)
  10. temperatureto maintain one liquid layer
  11. filtrationThe product was filtered
  12. customthe solvent removed by rotary evaporation

出典と根拠

ORDレコード
ord-ba1ce414a207408996063908143efced
出典データセット
uspto-grants-1988_08
特許番号
US04761482

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