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

HRID 2309689
ノート
印刷プレビュー

反応式

HRID 2309689 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

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

生成物 1

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

実験手順

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##

後処理

  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

出典と根拠

ORDレコード
ord-4183c5209ec046bfa24404fa110f660d
出典データセット
uspto-grants-1987_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04696928

反応ノート

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