Chloroform → 12-Chloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide
Reaktionsgleichung
CN1C(C)(C)C(=O)N(C)C1=O.[F:12][C:13]1[CH:30]=[C:29]2[C:16]([S:17](=[O:32])(=[O:31])[NH:18][C:19]3[C:28]2=[CH:27][CH:26]=[C:25]2[C:20]=3[N:21]=[CH:22][CH:23]=[CH:24]2)=[CH:15][CH:14]=1.C(Cl)(Cl)[Cl:34]>>[Cl:34][C:26]1[CH:27]=[C:28]2[C:19](=[C:20]3[C:25]=1[CH:24]=[CH:23][CH:22]=[N:21]3)[NH:18][S:17](=[O:31])(=[O:32])[C:16]1[C:29]2=[CH:30][C:13]([F:12])=[CH:14][CH:15]=1Komponenten
4
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
1,3-dimethyl-5,5-dimethylhydantoin (0.73 g, 36.7 mmol) was added to a solution of 9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 187 (1.0 g, 33.3 mmol) in chloroform (40 ml) and the reaction was heated at 70° C. until the starting material was consumed (LCMS). After cooling, the mixture was concentrated in vacuo. The residue was dissolved in EtOAc and the organic phase was washed with sodium metabisulfate, water and brine. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with DCM/MeOH (99:1) as the eluent to give the title compound (0.8 g, 69%).