Réaction #7598

Équation de réaction

4,6-dichlorocinnoline

2-fluoro-5-hydroxy-4-methylaniline

→

6-chloro-4-(2-fluoro-5-hydroxy-4-methylanilino)cinnoline hydrochloride

Rendement 95.8%

Solvants

2-pentanol

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureat reflux for 45 minutes
3. 3
   TempératureAfter cooling the solid
4. 4
   Filtrationwas filtered off
5. 5
   Lavagewashed with isopropanol

Mode opératoire

A solution of 4,6-dichlorocinnoline (200 mg, 1 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (169 mg, 1.2 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (4 ml) containing 7M isopropanolic hydrogen chloride (2 drops) was heated at reflux for 45 minutes. After cooling the solid was filtered off, washed with isopropanol followed by ether to give 6-chloro-4-(2-fluoro-5-hydroxy-4-methylanilino)cinnoline hydrochloride (326 mg, 95%).

Source