2-(4-Chloro-2-butenyl)-1,3-isoindolinedione → N-[4-(1H-imidazol-1-yl)-2-butenyl]isoindole-1,3-(2H)-dione

HRID 1589198

Reaktionsgleichung

Reaktionsgleichung von HRID 1589198
Cl[CH2:2][CH:3]=[CH:4][CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:16].[NH:17]1[CH:21]=[CH:20][N:19]=[CH:18]1.[Na]>CN(C)C=O>[N:17]1([CH2:2][CH:3]=[CH:4][CH2:5][N:6]2[C:14](=[O:15])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]2=[O:16])[CH:21]=[CH:20][N:19]=[CH:18]1

Komponenten

4

Edukt 2

HCID 27342002-(4-Chloro-2-butenyl)-1,3-isoindolinedioneHCID 57373095Imidazole sodium

Produkt 1

HCID 54070864N-[4-(1H-imidazol-1-yl)-2-butenyl]isoindole-1,3-(2H)-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 23.5 g. of N-(4-chloro-2-butenyl)-isoindole-1,3(2H)-dione, 11.0 g. of sodium imidazol and 200 ml. of dimethyl formamide was heated on the steam bath for 18 hours and concentrated to remove the solvent; the residue was taken up in methylene chloride, washed with water, dried with magnesium sulfate and again concentrated. The residue was dissolved in hot ethylacetate and allowed to cool and N-[4-(1H-imidazol-1-yl)-2-butenyl]isoindole-1,3-(2H)-dione, m.p. 106°-108° C., was obtained.

Aufarbeitung

  1. additionA mixture of 23.5 g
  2. concentrationconcentrated
  3. customto remove the solvent
  4. washwashed with water
  5. dry with materialdried with magnesium sulfate
  6. concentrationagain concentrated
  7. dissolutionThe residue was dissolved in hot ethylacetate
  8. temperatureto cool

Quellen und Nachweise

ORD-Eintrag
ord-e63a9383f152491e91c0f1906601e64f
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04568687

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