Sodium Carbonate → 5,10-Dihydro-5-{[N-methyl-N-(1-methyl-4-piperidinyl)amino]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 325881Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 325881
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]1=2)=[O:3].C(=O)([O-])[O-].[Na+].[Na+].[CH3:26][N:27]1[CH2:32][CH2:31][CH:30]([NH:33][CH3:34])[CH2:29][CH2:28]1>C(#N)C>[CH3:34][N:33]([C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]1=2)=[O:3])[CH:30]1[CH2:31][CH2:32][N:27]([CH3:26])[CH2:28][CH2:29]1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 5663231-Methyl-4-(methylamino)piperidineHCID 132767455-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

Produkt 1

HCID 132767465,10-Dihydro-5-{[N-methyl-N-(1-methyl-4-piperidinyl)amino]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Nine grams (0.033 mol) of 5-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one, 5.3 gm (0.05 mol) of sodium carbonate, and 5.2 gm (0.036 mol) of 1-methyl-4-methylamino-piperidine were refluxed in 150 ml of acetonitrile for 15 minutes under stirring. The mixture was filtered while hot, and then the filtrate was placed on a silica gel column and eluted first with acetonitrile and then with a methylene chloride/ethyl acetate/cyclohexane/methanol/ammonia (175:75:23:23:3) mixture. The desired fraction was concentrated by evaporation in vacuo, and the residue was recrystallized from acetonitrile.

Aufarbeitung

  1. filtrationThe mixture was filtered while hot, and then the filtrate
  2. washeluted first with acetonitrile
  3. concentrationThe desired fraction was concentrated by evaporation in vacuo
  4. customthe residue was recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-4c57325ab26948bab6d12b87157671a9
Quelldatensatz
uspto-grants-1984_04
Patentnummer
US04443452

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