Sulfuric Acid → Praziquanamine

HRID 1045647노트

반응식

HRID 1045647 반응식
Cl.CO[CH:4](OC)[CH2:5][NH:6][CH2:7][C:8]([NH:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:9].S(=O)(=O)(O)O>>[CH2:5]1[CH:4]2[C:18]3[C:13]([CH2:12][CH2:11][N:10]2[C:8](=[O:9])[CH2:7][NH:6]1)=[CH:14][CH:15]=[CH:16][CH:17]=3

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 462240062,2-Dimethoxy-N-(2-oxo-2-((2-phenylethyl)amino)ethyl)ethanaminium chloride

생성물 1

HCID 6453168Praziquanamine수율 75%

실험 절차

2-(2,2-Dimethoxy-ethylamino)-N-phenethyl-acetamide hydrochloride (8.77 g, 29.0 mmol) was added to the ice-cooled sulfuric acid (8.8 ml) and the mixture was stirred for 3.5 hours at room temperature. Ice-water was added to the solution after cooling by ice and the resulting solution was extracted with dichloromethane after adjusted to pH 12 with 20% aqueous sodium hydroxide. The organic layer was washed with brine and dried with magnesium sulfate, and then the solvents were removed under reduced pressure. Recrystallization of the residue with hexane-ethyl acetate afforded 1,2,3,6,7,11b-hexahydro-pyrazino[2,1-a]isoquinolin-4-one (4.38 g, 75%).

후처리

  1. temperatureafter cooling by ice
  2. extractionthe resulting solution was extracted with dichloromethane after adjusted to pH 12 with 20% aqueous sodium hydroxide
  3. washThe organic layer was washed with brine
  4. dry with materialdried with magnesium sulfate
  5. customthe solvents were removed under reduced pressure
  6. customRecrystallization of the residue with hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-6da99e62545a4a7c9789c357dc93c5b8
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569294B2

반응 노트

불러오는 중…