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Piperazine → 1,2-Dihydro-4-phenyl-8-piperazinylimidazo[1,2-a]quinoxaline 5-oxide

HRID 2309689
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HRID 2309689 반응식
F[C:2]1[CH:11]=[C:10]2[C:5]([N+:6]([O-:21])=[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:8]3[N:9]2[CH2:12][CH2:13][N:14]=3)=[CH:4][CH:3]=1.[NH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>>[C:15]1([C:7]2[C:8]3[N:9]([CH2:12][CH2:13][N:14]=3)[C:10]3[C:5]([N+:6]=2[O-:21])=[CH:4][CH:3]=[C:2]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:11]=3)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 4837PiperazineHCID 139586071,2-Dihydro-8-fluoro-4-phenylimidazo[1,2-a]quinoxaline 5-oxide

생성물 1

HCID 99501581,2-Dihydro-4-phenyl-8-piperazinylimidazo[1,2-a]quinoxaline 5-oxide수율 91.2%

실험 절차

Under a nitrogen atmosphere, 1,2-dihydro-8-fluoro-4-phenylimidazo[1,2-a]quinoxaline 5-oxide (40 g 0.142 mol) and piperazine (122 g, 419 mol) were heated at 9° C., for 3.5 hrs. The solvent was removed in vacuo and the resulting residue was dissolved in dichloromethane. The resulting solution was washed with water, dried over anhydrous magnesium sulphate and concentrated in vacuo to yield an orange solid. The orange solid was recrystallized from chloroform-ethyl acetate to yield 1,2-dihydro-4-phenyl-8-piperazinylimidazo[1,2-a]quinoxaline 5-oxide, (45 g) as orange crystals, m.p. 209°-211° C. (Found: C, 68.56; H,6.06; N,19.99%; C20H21N5O.O.2H2O requires C, 68.43; H,6.14; N,19.95%) represented by the structural formula: ##STR24##

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe resulting residue was dissolved in dichloromethane
  3. washThe resulting solution was washed with water
  4. dry with materialdried over anhydrous magnesium sulphate
  5. concentrationconcentrated in vacuo
  6. customto yield an orange solid
  7. customThe orange solid was recrystallized from chloroform-ethyl acetate

출처 및 근거

ORD 기록
ord-4183c5209ec046bfa24404fa110f660d
출처 데이터셋
uspto-grants-1987_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04696928

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