4-Aminothiophenol → 2-(4-Aminophenylthio)-6-methoxyquinoline

HRID 55068

反応式

HRID 55068 の反応式
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[N:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1.CN(C1C=CC=CN=1)C>C(O)C>[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=3)[N:3]=2)=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 145104-AminothiophenolHCID 218852-DimethylaminopyridineHCID 836472-Chloro-6-methoxyquinoline

生成物 1

HCID 189716622-(4-Aminophenylthio)-6-methoxyquinoline

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Chloro-6-methoxyquinoline (52.0 mmoles, 10.0 g), 4-aminothiophenol (52.0 mmoles, 6.5 g) and dimethylaminopyridine (52.0 mmoles, 6.3 g) were stirred for 16 hr in 250 ml ethanol. The reaction was condensed and purified by HPLC over silica gel eluted with 25-30% ethyl acetate/hexane to yield 2-(4-aminophenylthio)-6-methoxyquinoline. 8.5 g, 58% product. Mass spec (FD) 282. Calculated for C16H14N2OS: C, 68.06; H, 5.00, N, 9.92. Found: C, 68.04; H, 4.97; N, 10.02.

後処理

  1. customcondensed
  2. custompurified by HPLC over silica gel
  3. washeluted with 25-30% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-08c795c675d44ec988099b77cf02e9b6
出典データセット
uspto-grants-1997_04
特許番号
US05624937

関連ノート

読み込み中…