反应详情

A mixture of 2-chloro-5-chlorosulfonyl-3-methoxypyridine (0.65 g, 2.68×10-3 mole) (see Example 9), 4-amino-N,N-dioctadecyl-1-hydroxy-2-naphthamide (1.40 g, 1.98×10-3 mole) and pyridine (0.20 g, 2.5×10-3 mole) was stirred overnight at room temperature. Additional pyridine (7 drops) was employed after the first 21/2 hours of stirring. The reaction mixture was concentrated in vacuo and diluted with water to precipitate an oil which changed to a waxy solid upon trituration with water. The waxy solid was dissolved in toluene and purified by column chromatography on silica gel using toluene. The toluene fraction was concentrated to a solid which was recrystallized from ethanol; yield, 0.40 g (22 percent), m.p. 85° to 87° C.

1. custom2 hours
2. stirringof stirring
3. concentrationThe reaction mixture was concentrated in vacuo
4. additiondiluted with water
5. customto precipitate an oil which
6. dissolutionThe waxy solid was dissolved in toluene
7. custompurified by column chromatography on silica gel
8. concentrationThe toluene fraction was concentrated to a solid which
9. customwas recrystallized from ethanol
10. customyield