Hydrochloric Acid → Ethyl 2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]benzoate

HRID 1581738노트

반응식

HRID 1581738 반응식
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:10]([S:13]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)(=[O:15])=[O:14])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])[CH3:2].Cl.[CH2:24](O)[CH3:25]>>[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:10]([S:13]([N:16]2[CH2:17][CH2:18][N:19]([CH3:22])[CH2:20][CH2:21]2)(=[O:15])=[O:14])=[CH:9][C:5]=1[C:6]([O:8][CH2:24][CH3:25])=[O:7])[CH3:2]

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 121348652-Ethoxy-5-(4-methylpiperazine-1-sulfonyl)benzoic acid

생성물 1

HCID 22052241Ethyl 2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]benzoate수율 45.5%

실험 절차

To a suspension of 2-ethoxy-5-(4-methyl-1-piperazinylsulfonyl)benzoic acid (16.4 g, 0.05 mol, see EP 812 845) in ethanol (160 mL) was added concentrated hydrochloric acid (12.5 mL, 0.15 mol), which gave a solution on stirring. The solution was heated to reflux for 25 hours and then allowed to cool. It was concentrated under vacuum to give an orange oil which gave crystals on cooling. These were collected by filtration to give 13.7 g of crude product, which was purified by recrystallisation in acetonitrile to give 8.1 g of product as fine white crystals (45.5%).

후처리

  1. customgave a solution
  2. temperatureThe solution was heated
  3. temperatureto reflux for 25 hours
  4. temperatureto cool
  5. concentrationIt was concentrated under vacuum
  6. customto give an orange oil which
  7. customgave crystals
  8. temperatureon cooling
  9. filtrationThese were collected by filtration
  10. customto give 13.7 g of crude product, which
  11. customwas purified by recrystallisation in acetonitrile

출처 및 근거

ORD 기록
ord-59422540d05f4fd483887aa29be175f8
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06730786B2

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