Tetrahydrofuran → 2-(4-Aminophenylthio)-4-phenylquinoline

HRID 55066

反応式

HRID 55066 の反応式
Cl[C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([SH:25])=[CH:21][CH:20]=1.C1COCC1>CN(C1C=CN=CC=1)C.C(O)C>[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([S:25][C:2]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)=[CH:21][CH:20]=1

参加物

6

反応物 3

HCID 8028TetrahydrofuranHCID 145104-AminothiophenolHCID 23066872-Chloro-4-phenylquinoline

生成物 1

HCID 189716782-(4-Aminophenylthio)-4-phenylquinoline収率 451.6%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 702Ethanol溶媒

実験手順

2-Chloro-4-phenylquinoline (4.18 mmoles, 10.0 g), 4-aminothiophenol (41.8 mmoles, 5.2 g) and DMAP (41.8 mmoles, 5.0 g) were stirred in 200 ml ethanol and 50 ml THF for 3 days. The solution was concentrated, ethyl acetate added, washed with water, dried over sodium sulfate and the solvent removed. The product was purified by HPLC over silica gel eluted with 30% ethyl acetate in hexane to yield 2-(4-aminophenylthio)-4-phenylquinoline 6.2 g, 45%. Mass Spec (FD) 328. Calculated for C21H16N2S: C, 76.80; H, 4.91 N, 8.53. Found: C, 77.04; H, 5.00; N, 8.55.

後処理

  1. concentrationThe solution was concentrated
  2. additionethyl acetate added
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customthe solvent removed
  6. customThe product was purified by HPLC over silica gel
  7. washeluted with 30% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-ddb4f227ade34c0fa23ac2005f0389d6
出典データセット
uspto-grants-1997_04
特許番号
US05624937

関連ノート

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