Potassium Carbonate → 4-(4-Nitrophenylthio)quinoline

HRID 55070

反応式

HRID 55070 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1)([O-:14])=[O:13].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([S:21][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4][CH:3]=2)=[CH:17][CH:16]=1)([O-:14])=[O:13]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 158094-NitrobenzenethiolHCID 691404-Chloroquinoline

生成物 1

HCID 189716424-(4-Nitrophenylthio)quinoline収率 54%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-Chloroquinoline (32.3 mmoles, 5.2 g),4-nitrothiophenol (32.3 moles, 5.0 g) and potassium carbonate (32.3 moles, 4.46 g) were stirred at room temperature in 500 ml of ethanol for 16 hr. The reaction mixture was then concentrated, ethyl acetate was added and the solution washed with water, dried over sodium sulfate and concentrated. The product was purified by HPLC over silica gel eluted with 20-40% ethyl acetate/hexane to yield 4-(4-nitrophenylthio)quinoline 4.9 g, 54%. Mass Spec (FD) 282. Calculated for C15H10N2O2S: C, 63.82 H, 3.57 N, 9.92. Found: C, 65.09; H, 3.81; N, 10.02.

後処理

  1. concentrationThe reaction mixture was then concentrated
  2. additionethyl acetate was added
  3. washthe solution washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customThe product was purified by HPLC over silica gel
  7. washeluted with 20-40% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-627ce34f78674fd588dee8a10ae82e36
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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