Hydrochloric Acid → 8-iodo-2,3,4,5-tetrahydro-1H-1-benzazepine-2,5-dione

HRID 2387972Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2387972
[I:1][C:2]1[CH:18]=[CH:17][C:5]2[C:6](=[O:16])[CH:7](C(OC)=O)[CH2:8][C:9](=[O:11])[NH:10][C:4]=2[CH:3]=1.Cl>CS(C)=O.O>[I:1][C:2]1[CH:18]=[CH:17][C:5]2[C:6](=[O:16])[CH2:7][CH2:8][C:9](=[O:11])[NH:10][C:4]=2[CH:3]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 58476574methyl 8-iodo-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carboxylate

Produkt 1

HCID 584766238-iodo-2,3,4,5-tetrahydro-1H-1-benzazepine-2,5-dioneAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of methyl 8-iodo-2,5-dioxo-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carboxylate (74 g, 0.2 mol) in DMSO (560 mL) and H2O (16 mL) was heated at 150° C. for 4 h. The reaction mixture was allowed to cool to rt, ice (1.0 L) was added, and the mixture was allowed to stir 12 h. To the flask was added 1N HCl (1.0 L) at 0° C. and the mixture allowed to stir for 3 h. The resulting precipitate was filtered and dried under reduced pressure to afford 8-iodo-3,4-dihydro-1H-1-benzazepine-2,5-dione (60 g, 97%).

Aufarbeitung

  1. temperatureto cool to rt
  2. stirringto stir for 3 h
  3. filtrationThe resulting precipitate was filtered
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d1c91e1f8944416685dbd768794dd58d
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268992B2

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