Ethanol → HCID 4086642, 화합물

HRID 1658676노트

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HRID 1658676 반응식
C([NH:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[S:10])=[CH:7][CH:6]=1)(=O)C.C(O)C.S(=O)(=O)(O)O>O>[NH2:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]([N:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2)=[S:10])=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 12535530HCID 12535530, 화합물

생성물 1

HCID 4086642HCID 4086642, 화합물

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
40 °C

실험 절차

1-(4-Acetamidothiobenzoyl)piperidine (131.2 g, 0.5 mole), ethanol (500 ml), water (1 l) and concentrated sulphuric acid (125 ml) were mixed together and refluxed for 16 hours with stirring; nearly all the solid dissolved during the first hour. The reaction mixture was cooled to about 40°C and filtered quickly to remove any insoluble material. The filtrate was then made alkaline with 6N sodium hydroxide solution using external ice-cooling. The yellow crystalline solid was filtered off, washed with water and dried in vacuo at a temperature of under 50°C. Recrystallisation of the crude product (91 g; m.p. 162°-164°) by dissolving in 6 volumes of warm chloroform (about 546 ml) followed by adding 5 volumes of petroleum ether (b.p. 40°-60°) (about 455 ml) yielded yellow crystals (85 g; 77.3%), m.p. 164°-165°.

후처리

  1. temperaturerefluxed for 16 hours
  2. dissolutionnearly all the solid dissolved during the first hour
  3. filtrationfiltered quickly
  4. customto remove any insoluble material
  5. temperaturecooling
  6. filtrationThe yellow crystalline solid was filtered off
  7. washwashed with water
  8. customdried in vacuo at a temperature of under 50°C
  9. customRecrystallisation of the crude product (91 g; m.p. 162°-164°)
  10. dissolutionby dissolving in 6 volumes of warm chloroform (about 546 ml)
  11. additionby adding 5 volumes of petroleum ether (b.p. 40°-60°) (about 455 ml)
  12. customyielded yellow crystals (85 g; 77.3%), m.p. 164°-165°

출처 및 근거

ORD 기록
ord-1f948d93a6f041cf85ed2d01f840382f
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03966397

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