Chloroform → 2-Ethoxybenzamidine hydrochloride

HRID 1759730ノート

反応式

HRID 1759730 の反応式
[Cl-].[NH4+:2].C[Al](C)C.[CH2:7]([O:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12]#[N:13])[CH3:8].C(Cl)(Cl)[Cl:19]>C1(C)C=CC=CC=1.CCCCCC>[ClH:19].[CH2:7]([O:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12]([NH2:2])=[NH:13])[CH3:8]

参加物

7

反応物 4

HCID 6212ChloroformHCID 25517Ammonium ChlorideHCID 5769222-EthoxybenzonitrileHCID 16682925Trimethylaluminum

生成物 1

HCID 123012442-Ethoxybenzamidine hydrochloride

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

21.4 g (400 mmol) of ammonium chloride are suspended in 375 ml of toluene, and the suspension is cooled to 0° C. 200 ml of a 2M solution of trimethylaluminium in hexane are added dropwise, and the mixture is stirred at room temperature until evolution of gas has ceased, 29.44 g (200 mmol) of 2-ethoxybenzonitrile are added, and the reaction mixture is then stirred at 80° C. (bath) overnight. The cooled reaction mixture is, with ice-cooling, added to a suspension of 100 g of silica gel and 950 ml of chloroform, and the mixture is stirred at room temperature for 30 minutes. The mixture is filtered off with suction and the filter residue is washed with the same amount of methanol. The mother liquor is evaporated, the resulting residue is stirred with a mixture of dichloromethane and methanol (9:1), the solid is filtered off with suction and the mother liquor is evaporated. This gives 30.4 g (76%) of a colourless solid.

後処理

  1. stirringthe reaction mixture is then stirred at 80° C. (bath) overnight
  2. customThe cooled reaction mixture
  3. temperaturecooling
  4. stirringthe mixture is stirred at room temperature for 30 minutes
  5. filtrationThe mixture is filtered off with suction
  6. washthe filter residue is washed with the same amount of methanol
  7. customThe mother liquor is evaporated
  8. stirringthe resulting residue is stirred with a mixture of dichloromethane and methanol (9:1)
  9. filtrationthe solid is filtered off with suction
  10. customthe mother liquor is evaporated

出典と根拠

ORDレコード
ord-a0804ba0ed514a7a93e7c0059a1e837f
出典データセット
uspto-grants-2005_01
特許番号
US06838459B1

反応ノート

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