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

HRID 2257797ノート

反応式

HRID 2257797 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-8c4b478f74e140bbba8e1f4f43d37d69
出典データセット
uspto-grants-1997_08
特許番号
US05658907

反応ノート

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