Dimethylamine → 3-bromo-7-dimethylsulfamoyl-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5-one

HRID 2071734Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2071734
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][CH2:10][C:9]3[CH:12]=[CH:13][C:14]([S:16](F)(=[O:18])=[O:17])=[CH:15][C:8]=3[C:7](=[O:20])[C:6]=2[CH:21]=1.[CH3:22][NH:23][CH3:24]>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][CH2:10][C:9]3[CH:12]=[CH:13][C:14]([S:16](=[O:18])(=[O:17])[N:23]([CH3:24])[CH3:22])=[CH:15][C:8]=3[C:7](=[O:20])[C:6]=2[CH:21]=1

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 214121113-bromo-7-fluorosulfonyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one

Produkt 1

HCID 214120943-bromo-7-dimethylsulfamoyl-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

3-Bromo-7-fluorosulfonyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (2.5 g., 0.00677 mole) together with 30 ml. of 25% aqueous dimethylamine and 30 ml. of p-dioxane is heated to refluxing for 3 hours. The brown solution is evaporated to dryness under reduced pressure and the residue partitioned between benzene and water. After washing with water, the benzene layer is evaporated to dryness under reduced pressure, leaving 3-bromo-7-dimethylsulfamoyl-10,11-dihydro-5H-dibenzo[a,d]-cyclohepten-5-one as a tan solid, m.p. 142°-145° C., in a yield of 2.1 g. (80%). An analytical sample melts at 146°-148° C. after crystallizations from mixtures of benzene and hexane and from methanol.

Aufarbeitung

  1. temperatureto refluxing for 3 hours
  2. customThe brown solution is evaporated to dryness under reduced pressure
  3. customthe residue partitioned between benzene and water
  4. washAfter washing with water
  5. customthe benzene layer is evaporated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7cce932f28284a46ad6d7b492a04473d
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04048223

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