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

HRID 37294노트

반응식

HRID 37294 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-01f89205b7bd469b9be2af90e59305c7
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420164

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