Sodium hydride → 1-[4-(4-Chlorophenyl)-2-(4-nitrobenzylthio)-n-butyl]imidazole

HRID 463287

反応式

HRID 463287 の反応式
Cl[CH:2]([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1.[N+:18]([C:21]1[CH:28]=[CH:27][C:24]([CH2:25][SH:26])=[CH:23][CH:22]=1)([O-:20])=[O:19].[H-].[Na+]>O1CCCC1>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH2:9][CH:2]([S:26][CH2:25][C:24]2[CH:23]=[CH:22][C:21]([N+:18]([O-:20])=[O:19])=[CH:28][CH:27]=2)[CH2:3][N:4]2[CH:8]=[CH:7][N:6]=[CH:5]2)=[CH:12][CH:13]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 1936194-Nitrobenzyl mercaptanHCID 124320341-[2-Chloro-4-(4-chlorophenyl)butyl]-1H-imidazole

生成物 1

HCID 202827561-[4-(4-Chlorophenyl)-2-(4-nitrobenzylthio)-n-butyl]imidazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 1.35 g of 1-[2-chloro-4-(4-chlorophenyl)butyl]imidazole and 1.60 g of 4-nitrobenzyl mercaptan in 40 ml tetrahydrofuran was treated with 380 mg of 50% sodium hydride dispersion in mineral oil. After stirring at room temperature for 1 hour and under reflux for 12 hours the solvent was evaporated under vacuum and 50 ml of ether added. The resulting mixture was washed twice with water and the ethereal solution dried (MgSO4) and evaporated. The residue was chromatographed on silica gel eluting with 5% methanol in methylene chloride to give 1-[4-(4-chlorophenyl)-2-(4-nitrobenzylthio)-n-butyl]imidazole.

後処理

  1. temperatureunder reflux for 12 hours the solvent
  2. customwas evaporated under vacuum and 50 ml of ether
  3. additionadded
  4. washThe resulting mixture was washed twice with water
  5. dry with materialthe ethereal solution dried (MgSO4)
  6. customevaporated
  7. customThe residue was chromatographed on silica gel eluting with 5% methanol in methylene chloride

出典と根拠

ORDレコード
ord-864bd849a7c0482fb3822c7a52a50120
出典データセット
uspto-grants-1985_05
特許番号
US04518607

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