N-methylhydroxylamine hydrochloride → 1-(2-Furanyl)-2-(1H-imidazol-1-yl)-N-methylethanimine N-oxide

HRID 622178

反応式

HRID 622178 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=O)[CH2:7][N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1.Cl.[CH3:15][NH:16][OH:17].C([O-])(=O)C.[Na+].C(=O)(O)[O-].[Na+]>C(O)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[N+:16]([O-:17])[CH3:15])[CH2:7][N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1

参加物

6

反応物 4

HCID 77906N-methylhydroxylamine hydrochlorideHCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 14341282HCID 14341282、化合物

生成物 1

HCID 855509261-(2-Furanyl)-2-(1H-imidazol-1-yl)-N-methylethanimine N-oxide収率 33.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Under a nitrogen atmosphere, a mixture of 21.32 g (0.121 mol) of 1-(2-furanyl)-2-(1H-imidazol-1-yl)ethanone (3), 15.16 g (0.182 mol) of N-methylhydroxylamine hydrochloride, and 14.89 g (0.182 mol) of sodium acetate in 400 ml of ethanol is stirred at ambient temperature for 4 days. Sodium bicarbonate (30.58 g, 0.364 mol) is added and the mixture filtered. The filtrate is concentrated in vacuo and flash-chromatographed on neutral silica gel using a 98:2 by volume mixture of chloroform and methanol as eluent to give 8.30 g (33%) of compound 4, melting point 130°-133° C. (ethyl acetate). Anal. Calcd. for C10H11N3O2 : C, 58.53; H, 5.40; N, 20.48. Found: C, 58.60; H, 5.47; N, 20.49.

後処理

  1. filtrationthe mixture filtered
  2. concentrationThe filtrate is concentrated in vacuo
  3. customflash-chromatographed on neutral silica gel using a 98:2
  4. additionby volume mixture of chloroform and methanol as eluent

出典と根拠

ORDレコード
ord-22cc40a9875d41c59fe12b9d030a8b6d
出典データセット
uspto-grants-1988_09
特許番号
US04769469

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