Benzene, 1-chloro-3-isocyanato- → N-(3-chlorophenyl)-N'-(2-chloroethyl)imidazolidinone

HRID 235989

反応式

HRID 235989 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]=[C:9]=[O:10])[CH:5]=[CH:6][CH:7]=1.[Cl:11][CH2:12][CH2:13][N:14]1[CH2:18][CH2:17]OC1=O>ClCCl.[Al+3].[Cl-].[Cl-].[Cl-]>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:17][CH2:18][N:14]([CH2:13][CH2:12][Cl:11])[C:9]2=[O:10])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 17968Benzene, 1-chloro-3-isocyanato-HCID 756333-(2-Chloroethyl)-1,3-oxazolidin-2-one

生成物 1

HCID 13824503N-(3-chlorophenyl)-N'-(2-chloroethyl)imidazolidinone収率 78.7%

試薬・触媒・溶媒 2

HCID 6451240Aluminum(III) Chloride触媒HCID 6344Dichloromethane溶媒

反応条件

温度
195 °C

実験手順

A mixture of 3-chlorophenyl isocyanate (7.65 g, 50 mmoles), N-(2-chloroethyl)-2-oxazolidinone (7.5 g, 50 mmoles) and anhydrous AlCl3 (40 mg, 0.3 mmole) is heated at 195° C. for 6 hours with stirring. The reaction mixture is dissolved in dichloromethane and the resulting solution is washed with water twice. The dichloromethane solution is dried and evaporated and the residue distilled at reduced pressure. The distillate is recrystallized from hot hexane to give 10.2 g (78.4 percent) of the desired product, m.p. 64° C.

後処理

  1. washthe resulting solution is washed with water twice
  2. dry with materialThe dichloromethane solution is dried
  3. customevaporated
  4. distillationthe residue distilled at reduced pressure
  5. customThe distillate is recrystallized from hot hexane

出典と根拠

ORDレコード
ord-94979adb2c224e2eab50346924169805
出典データセット
uspto-grants-1987_02
特許番号
US04642351

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