Methyl iodide → 6,11-Dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one
Reaktionsgleichung
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[NH:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[NH:7][C:6]=2[N:17]=1.[H-].[Na+].[CH3:20]I>CN(C)C=O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[N:10]([CH3:20])[C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[NH:7][C:6]=2[N:17]=1Komponenten
Reaktionsbedingungen
- Temperatur
- 30 °C
Versuchsvorschrift
A mixture consisting of 11.3 gm (0.05 mol) of 6,11-dihydro-2-methyl-5H-pyrido[2,3-b][1,5]-benzodiazepin-5-one (prepared according to C.A. 74, 53868y, 1971), 150 ml of dimethyl formamide, and 2.8 gm of 50% sodium hydride in mineral oil was stirred at 30° C. in a nitrogen atmosphere for 1 hour. Then, a solution of 10.7 gm (0.075 mol) of methyl iodide in 30 ml of dimethyl formamide was added dropwise while stirring, and the mixture was heated on an oil bath at 100° C. for 3 hours while stirring and then evaporated in vacuo, and an aqueous sodium carbonate solution was stirred into the residue. The mixture was suction-filtered, and the filter cake was washed with water and recrystallized from xylene, yielding 80% of theory of the compound named in the heading, which had a melting point of 192°-194° C.
Aufarbeitung
- stirringwhile stirring
- temperaturethe mixture was heated on an oil bath at 100° C. for 3 hours
- stirringwhile stirring
- customevaporated in vacuo
- stirringan aqueous sodium carbonate solution was stirred into the residue
- filtrationThe mixture was suction-filtered
- washthe filter cake was washed with water
- customrecrystallized from xylene
- customyielding 80% of theory of the compound
Quellen und Nachweise
- ORD-Eintrag
- ord-be5c2945e59a4836a98f2194343cb10f
- Quelldatensatz
- uspto-grants-1979_09
- Patentnummer
- US04167570
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