Methyl iodide → 5-Benzyl-3-n-butyl-1-methylhydantoin

HRID 1733313ノート

反応式

HRID 1733313 の反応式
[CH2:1]([CH:8]1[NH:12][C:11](=[O:13])[N:10]([CH2:14][CH2:15][CH2:16][CH3:17])[C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].I[CH3:22]>CN(C)C=O>[CH2:1]([CH:8]1[N:12]([CH3:22])[C:11](=[O:13])[N:10]([CH2:14][CH2:15][CH2:16][CH3:17])[C:9]1=[O:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 3591483-Butyl-5-(phenylmethyl)-2,4-imidazolidinedione

生成物 1

HCID 127907495-Benzyl-3-n-butyl-1-methylhydantoin収率 85%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
50 °C

実験手順

5-Benzyl-3-n-butyl hydantoin (7.38 g, 0.03 mole) was dissolved in dimethylformamide (50 ml.) and added dropwise with stirring to a suspension of sodium hydride (1.44 g. 50% oil dispersion) in dimethylformamide (20 ml). When gassing ceased, iodomethane (2 ml) was added and the mixture warmed to 50° C. and maintained at 50° C. for 5 hours. The mixture was poured into ice/water (500 ml) and extracted with ether. The ether extract was evaporated in vacuo to give a colourless oil which faild to crystallise and was distilled in a Kugelrohr apparatus to give the title compound (6.6 g; 85%) b.p. 145° C./0.02 mm.

後処理

  1. additionadded dropwise
  2. temperaturemaintained at 50° C. for 5 hours
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. customwas evaporated in vacuo
  6. customto give a colourless oil which
  7. customto crystallise
  8. distillationwas distilled in a Kugelrohr apparatus

出典と根拠

ORDレコード
ord-54105336efb540b4bd7fbd44650ad440
出典データセット
uspto-grants-1980_12
特許番号
US04241073

反応ノート

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