1-Chloroethyl chloroformate → 6,7,8,9-tetrahydro-1H-pyrrolo[2,3-f]isoquinoline-2,3-dione

HRID 4938

Reaktionsgleichung

Reaktionsgleichung von HRID 4938
C[N:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]3[C:14](=[O:15])[C:13](=[O:16])[NH:12][C:8]3=2)[CH2:3]1.ClC(OC(Cl)=O)C>ClCCCl>[NH:12]1[C:8]2=[C:9]3[C:4](=[CH:5][CH:6]=[C:7]2[C:14](=[O:15])[C:13]1=[O:16])[CH2:3][NH:2][CH2:11][CH2:10]3

Komponenten

4

Edukt 2

HCID 5213051-Chloroethyl chloroformateHCID 152882036,7,8,9-tetrahydro-7-methyl-1H-pyrrolo[2,3-f]isoquinoline-2,3-dione

Produkt 1

HCID 152882046,7,8,9-tetrahydro-1H-pyrrolo[2,3-f]isoquinoline-2,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

To an ice cooled stirred suspension of 6,7,8,9-tetrahydro-7-methyl-1H-pyrrolo[2,3-f]isoquinoline-2,3-dione (500 mg) in 1,2-dichloroethane (10 ml) was added α-chloroethylchloroformate (0.25 ml). The mixture was then brought to reflux for 1 hour, whereafter it was cooled to room temperature and filtered. The filtrate was evaporated, the residue dissolved in methanol (10 ml) and refluxed for 10 min. Evaporation of the solvent left the crude title compound as a solid, M.p. 270° C.

Aufarbeitung

  1. temperatureto reflux for 1 hour, whereafter it
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. dissolutionthe residue dissolved in methanol (10 ml)
  5. temperaturerefluxed for 10 min
  6. customEvaporation of the solvent
  7. waitleft the crude title compound as a solid, M.p. 270° C.

Quellen und Nachweise

ORD-Eintrag
ord-461d95d8d5924dfa90fb02af4201c163
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05242918

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