Water → 2-Cyclopentyl-N-(2,6-dimethyl-4-nitro-phenyl)-acetamide

HRID 1820118

반응식

HRID 1820118 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([CH3:11])[C:3]=1[NH2:12].[CH:13]1([CH2:18][C:19](Cl)=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14]1.O>C(#N)C>[CH:13]1([CH2:18][C:19]([NH:12][C:3]2[C:2]([CH3:1])=[CH:7][C:6]([N+:8]([O-:10])=[O:9])=[CH:5][C:4]=2[CH3:11])=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14]1

참가 물질

5

반응물 3

HCID 962WaterHCID 281592,6-Dimethyl-4-nitroanilineHCID 3485182Cyclopentylacetyl chloride

생성물 1

HCID 687127672-Cyclopentyl-N-(2,6-dimethyl-4-nitro-phenyl)-acetamide수율 89%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
150 °C

실험 절차

2,6-Dimethyl-4-nitro-phenylamine (0.98 g) and cyclopentylacetyl chloride (0.99 mL) were dissolved in acetonitrile (10 mL) and heated to 150° C. for 5 minutes in a sealed microwave process vial. Water (10 mL) was added to the reaction mixture, and the product was collected by filtration and washed with water (20 mL) and heptane (20 mL) to furnish 1.45 g (89% yield) of the title compound as a yellow solid. 1H NMR (500 MHz, DMSO-d6): 1.24 (m, 2H), 1.54 (m, 2H), 1.63 (m, 2H), 1.79 (m, 2H), 2.25 (s, 6H), 2.27 (m, 1H), 2.36 (d, 2H), 7.98 (s, 2H), 9.56 (s, 1H).

후처리

  1. filtrationthe product was collected by filtration
  2. washwashed with water (20 mL) and heptane (20 mL)

출처 및 근거

ORD 기록
ord-4a398c3554bb4df49a1d0c78a5959536
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601870B2

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