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

HRID 238316ノート

反応式

HRID 238316 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cd3954aef0fc48f29a47f3bee3666fdc
出典データセット
uspto-grants-2014_02
特許番号
US08642619B2

反応ノート

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