反应详情

温度

180 °C

A stirred mixture of 20.0 g (0.088 mole) of 2-amino-4'-methoxybenzophenone and 13.0 g (0.097 mole) of 3-amino-2-chloropyridine (96%) was heated at 180° C. under a nitrogen atmosphere for 2.0 hr. The reaction mixture was cooled to approximately 70° C. and 100 ml of methylene chloride was added slowly. After the mixture had cooled to room temperature, another 50 ml of methylene chloride was added and the mixture was stirred overnight. The suspended solid was collected by filtration, air dried, dissolved in methanol and basified with 3N sodium hydroxide. The suspension was diluted with 500 ml water and extracted with three 250 ml portions of methylene chloride. The combined methylene chloride extracts were dried over magnesium sulfate and evaporated under reduced pressure. Analysis by mass spectra (EI and CI) indicated the residue was a mixture of [2-[(3-amino-2-pyridyl)amino]phenyl](4-methoxyphenyl)methanone and the title compound. The residue-mixture was dissolved in 250 ml toluene with a catalytic amount of para toluene sulfonic acid and the solution was refluxed overnight under a nitrogen atmosphere while separating water in a Dean-Stark trap. The reaction mixture was filtered while hot. The product precipitated as the filtrate cooled to room temperature and was collected by filtration. After recrystallization from benzene the product weighed 1.8 g, m.p. 198.5°-200.5° C. (d).

1. temperatureThe reaction mixture was cooled to approximately 70° C.
2. temperatureAfter the mixture had cooled to room temperature
3. filtrationThe suspended solid was collected by filtration, air
4. customdried
5. dissolutiondissolved in methanol and basified with 3N sodium hydroxide
6. additionThe suspension was diluted with 500 ml water
7. extractionextracted with three 250 ml portions of methylene chloride
8. dry with materialThe combined methylene chloride extracts were dried over magnesium sulfate
9. customevaporated under reduced pressure
10. additiona mixture of [2-[(3-amino-2-pyridyl)amino]phenyl](4-methoxyphenyl)methanone
11. dissolutionThe residue-mixture was dissolved in 250 ml toluene with a catalytic amount of para toluene sulfonic acid
12. temperaturethe solution was refluxed overnight under a nitrogen atmosphere
13. customwhile separating water in a Dean-Stark trap
14. filtrationThe reaction mixture was filtered while hot
15. customThe product precipitated as the filtrate
16. temperaturecooled to room temperature
17. filtrationwas collected by filtration
18. customAfter recrystallization from benzene the product