反应详情

温度

50 °C

To a mixture of 2-acetylpyridine (0.30 ml, 0.26 mmol) and 2,3,5,6-tetramethyl-benzene-1,4-diamine (0.60 g, 0.37 mmol, 1.4 eq.) in toluene (2 ml) was added 2 drops of formic acid. The suspension was heated for three days at 50° C. The dark reddish suspension was cooled, filtered and the residue washed with cold toluene. The filtrate was evaporated, dissolved in chloroform (2 ml) and cooled to −78° C. for 0.5 hours before being filtered. Hexane was added to the filtrate and all volatiles were removed under reduced pressure to give 2,3,5,6-tetramethyl-N-(1-pyridin-2-ylethylidene)-benzene-1,4-diamine as a brown solid (0.31 g, 45%).

1. temperatureThe dark reddish suspension was cooled
2. filtrationfiltered
3. washthe residue washed with cold toluene
4. customThe filtrate was evaporated
5. dissolutiondissolved in chloroform (2 ml)
6. temperaturecooled to −78° C. for 0.5 hours
7. filtrationbefore being filtered
8. additionHexane was added to the filtrate
9. customall volatiles were removed under reduced pressure