Ethyl Acetate → N-[2-(1-cyclohexenyl)ethyl]-N'-(2-benzimidazolyl)thiourea

HRID 861608노트

반응식

HRID 861608 반응식
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[NH:10][C:11]([N:13]1[CH:17]=[CH:16]N=C1)=[S:12].[C:18]1(CCN)[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=1.C(OCC)(=O)C>CN(C)C=O>[C:18]1([CH2:16][CH2:17][NH:13][C:11]([NH:10][C:2]2[NH:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=2)=[S:12])[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 769382-(1-Cyclohexenyl)ethylamineHCID 19704123N-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-1-carbothioamide

생성물 1

HCID 54139746N-[2-(1-cyclohexenyl)ethyl]-N'-(2-benzimidazolyl)thiourea수율 55%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 1-[(2-benzimidazolyl)thiocarbamoyl]imidazole (1.22 g, 5.0 mmol) and 2-(1-cyclohexenyl)ethylamine (0.64 g, 5.0 mmol) in N,N-dimethylformamide (20 mL) was stirred at 90° C. for 2 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 solid was crystallized from EtOAc to provide 0.82 g (55%) of the titled product as yellow needles:

후처리

  1. washwashed with water, 1N aqueous HCl water, saturated sodium bicarbonate, and brine
  2. concentrationThe organic layer was concentrated
  3. customthe resultant solid was crystallized from EtOAc

출처 및 근거

ORD 기록
ord-e807bedbb6e4422396ae278f91a805a6
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05714503

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