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Imidazole → HCID 9907008, 화합물

HRID 1645816
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HRID 1645816 반응식
Cl.O[CH:3]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])[CH2:7][CH2:6]1.S(Cl)(Cl)=O.[NH:29]1[CH:33]=[CH:32][N:31]=[CH:30]1>CCOCC.CO.O>[CH3:18][O:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[N:8]1[CH2:9][CH2:10][N:5]([CH2:4][CH:3]([N:29]2[CH:33]=[CH:32][N:31]=[CH:30]2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:6][CH2:7]1
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참가 물질

7

반응물 3

HCID 795ImidazoleHCID 24386Thionyl ChlorideHCID 67749831HCID 67749831, 화합물

생성물 1

HCID 9907008HCID 9907008, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 3283
Diethyl Ether
용매

실험 절차

A mixture of 1-(2-hydroxy-2-phenylethyl)-4-(2-methoxyphenyl) piperazine hydrochloride (1.6 g) and thionyl chloride (5 ml) was stirred at reflux for 5 min. The clear solution was then diluted with ether and the precipitated product collected by filtration and washed well with ether. The solid was added to a solution of imidazole (2.4 g, 40 mmol) in methanol (20 ml) and heated to reflux for 1 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed several times with water, dried (Na2SO4), and concentrated in vacuo. The residue was dissolved in ethanol (10 ml) and acidified with ethereal-HC1. Further addition of ether precipitated the hydrochloride (1.07 g, 55%), which was recrystallised from methanol-ethanol (20 ml; 1:3) to afford the title compound as the trihydrochloride 1.25 hydrate (0.54 g), m.p. 203°-204° C. (Found: C,53.2; H,6.4; N,11.2. C22H26N4O.3HC1.1.25 H2O requires C,53.4; H,6.4; N,11.3%).

후처리

  1. temperatureat reflux for 5 min
  2. filtrationthe precipitated product collected by filtration
  3. washwashed well with ether
  4. temperatureheated
  5. temperatureto reflux for 1 h
  6. extractionextracted with ethyl acetate
  7. washThe extract was washed several times with water
  8. dry with materialdried (Na2SO4)
  9. concentrationconcentrated in vacuo
  10. dissolutionThe residue was dissolved in ethanol (10 ml)
  11. additionFurther addition of ether
  12. customprecipitated the hydrochloride (1.07 g, 55%), which
  13. customwas recrystallised from methanol-ethanol (20 ml; 1:3)

출처 및 근거

ORD 기록
ord-14d263ef60914b97ae1ef44620804cfc
출처 데이터셋
uspto-grants-1993_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05177078

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