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Water → 1-[(3,4-Dichlorophenyl)methyl]imidazolidin-2-one

HRID 461525
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 461525
[NH:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6].C([O-])([O-])=O.[K+].[K+].[Cl:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:17]Cl.O>CS(C)=O>[Cl:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:17][N:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 76093,4-Dichlorobenzyl chlorideHCID 84532-ImidazolidinoneHCID 11430Potassium Carbonate

Produkt 1

HCID 213940071-[(3,4-Dichlorophenyl)methyl]imidazolidin-2-oneAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679
Dimethyl Sulfoxide
Lösungsmittel

Versuchsvorschrift

A 21.5 g (0.25 mole) portion of 2-imidazolidinone in 250 ml of dimethylsulfoxide was treated with 34.5 g (0.25 mole) of K2CO3, 10.0 g (0.06 mole of KI and 49.0 g (0.25 mole) of 3,4-Dichlorobenzyl chloride. The reaction mixture was heated at 100° for 3 hours and poured into 1.8 1 of H2O. The aqueous mixture was extracted with 1.3 1 of chloroform. The chloroform extract was washed with 500 ml of H2O, dried over MgSO4 overnight and filtered. The filtrate was concentrated to dryness to give 14 g (23%) of a light yellow semisolid. The crude product was crystallized using 20 ml of acetonitrile, filtered, washed with ether, air dried and dried at 60° for 2 hrs to give 10.5 g (17%) of a white solid, m.p. 129°-130°. An analytical sample, m.p. 129°- 130°, was a portion of the above crystallized product.

Aufarbeitung

  1. temperatureThe reaction mixture was heated at 100° for 3 hours
  2. extractionThe aqueous mixture was extracted with 1.3 1 of chloroform
  3. extractionThe chloroform extract
  4. washwas washed with 500 ml of H2O
  5. dry with materialdried over MgSO4 overnight
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-894fe34f554f4c14a6d83b114d3b5238
Quelldatensatz
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04063022

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