alpha-Chloro-o-xylene → 1-(o-Methylbenzyl)-imidazole-4,5-dinitrile

HRID 232094

反応式

HRID 232094 の反応式
[Na].[NH:2]1[C:6]([C:7]#[N:8])=[C:5]([C:9]#[N:10])[N:4]=[CH:3]1.[CH3:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14]Cl>C(O)C>[CH3:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14][N:2]1[C:6]([C:7]#[N:8])=[C:5]([C:9]#[N:10])[N:4]=[CH:3]1

参加物

5

反応物 3

HCID 11093alpha-Chloro-o-xyleneHCID 707294,5-DicyanoimidazoleHCID 5360545Sodium

生成物 1

HCID 200310241-(o-Methylbenzyl)-imidazole-4,5-dinitrile

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3.70 g of sodium are dissolved in 375 ml of ethanol and then 14.6 g of imidazole-4,5-dinitrile and 16.5 ml of o-methylbenzyl chloride are added and the whole is heated under reflux for 8 hours. The whole is concentrated to dryness by evaporation under reduced pressure and the residue is taken up in dichloromethane, washed in succession with water and with saturated sodium chloride solution, dried over sodium sulphate and concentrated to dryness by evaporation. The crude product is purified by chromatography on silica gel with toluene/ethyl acetate (5:1) and crystallised from ethyl acetate/hexane. 1-(o-methylbenzyl)-imidazole-4,5-dinitrile having a melting point of 80°-81° is obtained.

後処理

  1. temperaturethe whole is heated
  2. temperatureunder reflux for 8 hours
  3. concentrationThe whole is concentrated to dryness by evaporation under reduced pressure
  4. washwashed in succession with water and with saturated sodium chloride solution
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated to dryness by evaporation
  7. customThe crude product is purified by chromatography on silica gel with toluene/ethyl acetate (5:1)
  8. customcrystallised from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-91f2bdda383f438383e49f6107c71af1
出典データセット
uspto-grants-1989_07
特許番号
US04851424

関連ノート

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