4-Toluenesulfonyl chloride → HCID 13772004, Verbindung

HRID 980835Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 980835
[N+:1]1([O-])[CH:6]=[CH:5][CH:4]=[C:3]2[CH:7]=[CH:8][C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[C:11](=[O:12])[C:2]=12.S(Cl)(C1C=CC(C)=CC=1)(=O)=[O:19].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.O>[O:12]=[C:11]1[C:2]2[NH:1][C:6](=[O:19])[CH:5]=[CH:4][C:3]=2[CH:7]=[CH:8][C:9]2[CH:16]=[CH:15][CH:14]=[CH:13][C:10]1=2

Komponenten

6

Edukt 3

HCID 73974-Toluenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 54117372HCID 54117372, Verbindung

Produkt 1

HCID 13772004HCID 13772004, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 0.75 gram (0.0034 mole) of the N-oxide thus obtained and 0.77 gram (0.0043 mole) of tosyl chloride in 37.5 milliliters of chloroform was added a solution of 0.58 gram (0.0042.mole) of potassium carbonate in 5.8 milliliters of water and the resulting mixture was stirred vigorously at room temperature for about 60 hours. At the end of this time the reaction mixture was washed with 10 percent aqueous sodium hydroxide whereupon a solid precipitated in the chloroform phase. The solid was recovered by filtration and recrystallized from isopropyl alcohol/methanol to obtain purified 1-oxo-benzo[5,6]cyclohepta[1,2-b]pyrid-2(1H)one product, m.p. 195°-196° C. The elemental analyses were as follows:

Aufarbeitung

  1. washAt the end of this time the reaction mixture was washed with 10 percent aqueous sodium hydroxide whereupon a solid
  2. customprecipitated in the chloroform phase
  3. filtrationThe solid was recovered by filtration
  4. customrecrystallized from isopropyl alcohol/methanol
  5. customto obtain
  6. custompurified 1-oxo-benzo[5,6]cyclohepta[1,2-b]pyrid-2(1H)one product, m.p. 195°-196° C

Quellen und Nachweise

ORD-Eintrag
ord-c0d115e168cb46fdb208f80ebd1e9bd0
Quelldatensatz
uspto-grants-1987_01
Patentnummer
US04639457

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