Cyclohexyl isocyanate → N-(cyclohexyl)-N'-(2-chloroethyl)imidazolidinone

HRID 235990

Reaktionsgleichung

Reaktionsgleichung von HRID 235990
[CH:1]1([N:7]=[C:8]=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:10][CH2:11][CH2:12][N:13]1[CH2:17][CH2:16]OC1=O.[Al+3].[Cl-].[Cl-].[Cl-]>ClCCl>[CH:1]1([N:7]2[CH2:16][CH2:17][N:13]([CH2:12][CH2:11][Cl:10])[C:8]2=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 18502Cyclohexyl isocyanateHCID 756333-(2-Chloroethyl)-1,3-oxazolidin-2-oneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 13824504N-(cyclohexyl)-N'-(2-chloroethyl)imidazolidinoneAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
195 °C

Versuchsvorschrift

A mixture of cyclohexyl isocyanate (50 mmoles), N-(2-chloroethyl)-2-oxazolidinone (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 a 50 percent yield of the desired product, m.p. 60° C.-64° C.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-f87341538a644f02b389ec24f511ea04
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04642351

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