2-tert-Butyl-6-methylaniline → N-(2-tert-butyl-6-methylphenyl)-N'-methyl-N'-(2-phenylcyclohexyl)urea

HRID 37294ノート

反応式

HRID 37294 の反応式
[C:1]([C:5]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:6]=1[NH2:7])([CH3:4])([CH3:3])[CH3:2].[CH3:13][N:14]([CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:15](Cl)=[O:16]>N1C=CC=CC=1.ClCCl>[C:1]([C:5]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:6]=1[NH:7][C:15]([N:14]([CH3:13])[CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]1[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:16])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 2

HCID 831552-tert-Butyl-6-methylanilineHCID 19935034N-methyl-N-(2-phenylcyclohexyl)carbamoylchloride

生成物 1

HCID 19935187N-(2-tert-butyl-6-methylphenyl)-N'-methyl-N'-(2-phenylcyclohexyl)urea

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 0.82 g of 2-tert-butyl-6-methylaniline in pyridine is added a solution of 1.2 g of N-methyl-N-(2-phenylcyclohexyl)carbamoylchloride in dichloromethane dropwise. The mixture is stirred at room temperature until starting compounds disappear on TLC. The mixture is concentrated and the residue is dissolved in ethyl ether. The solution is washed with diluted hydrochloric acid, aqueous sodium hydrogencarbonate solution and brine. The organic layer is dried over sodium sulfate and filtered off. The filtrate is distilled away and the resuling residue is crystallized to give N-(2-tert-butyl-6-methylphenyl)-N'-methyl-N'-(2-phenylcyclohexyl)urea.

後処理

  1. concentrationThe mixture is concentrated
  2. dissolutionthe residue is dissolved in ethyl ether
  3. washThe solution is washed with diluted hydrochloric acid, aqueous sodium hydrogencarbonate solution and brine
  4. dry with materialThe organic layer is dried over sodium sulfate
  5. filtrationfiltered off
  6. distillationThe filtrate is distilled away
  7. customthe resuling residue is crystallized

出典と根拠

ORDレコード
ord-01f89205b7bd469b9be2af90e59305c7
出典データセット
uspto-grants-1995_05
特許番号
US05420164

反応ノート

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