Dimethylamine → 3-[3-(4-Fluoro-2-nitrophenoxy)propyl]-1,1-dimethyl urea

HRID 238316노트

반응식

HRID 238316 반응식
CNC.[CH3:4][N:5]([CH:7]=[O:8])[CH3:6].C1(OC(=O)[NH:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=2[N+:29]([O-:31])=[O:30])C=CC=CC=1>O>[F:28][C:25]1[CH:26]=[CH:27][C:22]([O:21][CH2:20][CH2:19][CH2:18][NH:17][C:7](=[O:8])[N:5]([CH3:6])[CH3:4])=[C:23]([N+:29]([O-:31])=[O:30])[CH:24]=1

참가 물질

5

반응물 3

HCID 674DimethylamineHCID 6228DimethylformamideHCID 86641934Phenyl[3-(4-fluoro-2-nitrophenoxy)propyl]carbamate

생성물 1

HCID 669172063-[3-(4-Fluoro-2-nitrophenoxy)propyl]-1,1-dimethyl urea수율 82%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 50% dimethylamine aqueous solution (2.5 ml) was added to a DMF solution (25 ml) of phenyl[3-(4-fluoro-2-nitrophenoxy)propyl]carbamate (5.89 g, 17.6 mmol), and the mixture was stirred at room temperature for 24 hours. Water was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution twice, and concentrated under reduced pressure. The residue was then purified by silica gel column chromatography (dichloromethane: ethyl acetate=19:1→4:1→2:1). The purified product was concentrated to dryness under reduced pressure to thereby obtain 4.10 g of oily pale yellow 3-[3-(4-fluoro-2-nitrophenoxy)propyl]-1,1-dimethyl urea (yield: 82%).

후처리

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with a saturated sodium chloride aqueous solution twice
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was then purified by silica gel column chromatography (dichloromethane: ethyl acetate=19:1→4:1→2:1)
  5. concentrationThe purified product was concentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-cd3954aef0fc48f29a47f3bee3666fdc
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642619B2

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