Ethyl Acetate → N-[2-(2,6-difluorophenyl)ethyl]-N'-(2-pyridyl)thiourea

HRID 233716노트

반응식

HRID 233716 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][CH2:10][NH2:11].[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][C:19](N1C=CN=C1)=[S:20].C(OCC)(=O)C>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][CH2:10][NH:11][C:19]([NH:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=1)=[S:20]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 37461112-(2,6-Difluorophenyl)ethan-1-amineHCID 197041381-[(2-Pyridyl)thiocarbamoyl]imidazole

생성물 1

HCID 3001258N-[2-(2,6-difluorophenyl)ethyl]-N'-(2-pyridyl)thiourea수율 10.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 2-(2,6-difluorophenyl)ethylamine (0.43 g, 2.7 mmol) and 1-[(2-pyridyl)thiocarbamoyl]imidazole (0.55 g, 2.7 mmol) in N,N-dimethylformamide (20 mL) was stirred at 90° C. for 27 h. The reaction was cooled to room temperature, poured into ethyl acetate, washed with water, 1N aqueous HCl, water, saturated sodium bicarbonate, and brine. The organic layer was concentrated and the resultant oil was purified by chromatography on silica gel to provide 0.08 g (10%) of the titled product as a pale yellow solid:

후처리

  1. washwashed with water, 1N aqueous HCl, water, saturated sodium bicarbonate, and brine
  2. concentrationThe organic layer was concentrated
  3. customthe resultant oil was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-6dfae7d4faa7442dbd962814b3a2691d
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593993

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