Reaktion #1538486

Reaktionsgleichung

dimethyl 5-bromo-7-ethyl-4-hydroxyquinoline -2,3-dicarboxylate

hydrazine hydrate

→

title compound

9-Bromo-2,3-dihydro-7-ethyl-10-hydroxypyridazino[4,5-b]quinoline-1,4-dione

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe resulting mixture was concentrated at 30° C.
2. 2
   Sonstigea rotary evaporator
3. 3
   workup.ADDITIONthe residue was diluted with another portion of ethanol (25 mL)
4. 4
   Einengensimilarly concentrated at 30° C
5. 5
   Filtrationfiltered
6. 6
   Sonstigeto separate the title compound (0.82 g, 82%) as a light yellow solid
7. 7
   SonstigeRecrystallization of a portion of this material from dimethylsulfoxide/ethanol

Vorschrift

To a mixture of dimethyl 5-bromo-7-ethyl-4-hydroxyquinoline -2,3-dicarboxylate (1.0 g, 2.7 mM,) in ethanol (25 mL) was added hydrazine hydrate (0.68 g, 14 mM). The resulting mixture was concentrated at 30° C. using a rotary evaporator and the residue was diluted with another portion of ethanol (25 mL) and similarly concentrated at 30° C. The residue was suspended in ethanol and filtered to separate the title compound (0.82 g, 82%) as a light yellow solid. Recrystallization of a portion of this material from dimethylsulfoxide/ethanol provided an analytical sample of the title compound as a light yellow crystalline solid, mp 335°-340° C. (dec). Analysis for C13H14BrN5O3 ·0.35 H2O Calculated: C, 41.70; H, 3.95; N, 18.70 Found: C, 41.99; H, 3.84; N, 18.31

Quelle