Réaction #215813

Équation de réaction

ethyl 7-ethoxy-4-(4-methoxyanilino)-1,8-naphthyridine-3-carboxylate hydrochloride

→

ethyl 4-[4-methoxyanilino]-7-oxo-7,8-dihydro-1,8-naphthyridine-3-carboxylate

Solvants

sodium hydroxide

Conditions de réaction

Traitement

1. 1
   Températurewas heated on a steam bath for 4 hours
2. 2
   TempératureThe mixture was cooled
3. 3
   Filtrationfiltered
4. 4
   workup.DISSOLUTIONThe residue was dissolved in IMS
5. 5
   Autrehydrogen chloride gas bubbled through this solution
6. 6
   workup.ADDITIONEther was added
7. 7
   Autrecrystallisation
8. 8
   Filtrationthe mixture was filtered

Mode opératoire

A mixture of ethyl 7-ethoxy-4-(4-methoxyanilino)-1,8-naphthyridine-3-carboxylate hydrochloride (2.6 g) and 5M sodium hydroxide solution (60 ml) was heated on a steam bath for 4 hours. The mixture was cooled and filtered. The residue was dissolved in IMS and hydrogen chloride gas bubbled through this solution. Ether was added to induce crystallisation and the mixture was filtered to give ethyl 4-[4-methoxyanilino]-7-oxo-7,8-dihydro-1,8-naphthyridine-3-carboxylate 0.3 hydrochloride hemihydrate, m.p. 243°-246° C.

Source