反应详情

To a solution of 56.01 g (0.1624 mol) of methyl 5-cyano-4-[2-(diphenylmethylene)hydrazino]-2-furoate in 1.12 L of n-propanol was slowly added 115 mL (2.1 mol) of 98% sulfuric acid. The resulting mixture was refluxed for 2 hours obtaining a clear brown solution. The reaction mass was concentrated under reduced pressure to a small volume, cooled to 0/+4° C. and slowly diluted with 1.1 L of 25% trisodium citrate dihydrate solution over a period of 90 min. under efficient stirring. The mixture (pH=4) was extracted three times with 600 mL of cyclohexane. The organic extracts were discarded while the aqueous layer was cooled to 0/+4° C. and brought to pH 6-7 by carefully adding 1 L of 10% aqueous sodium bicarbonate and, finally, 82 mL of N-methylmorpholine. The resulting suspension was aged for 4 hours at 0/+2° C. and then filtered and washed thoroughly with water affording, after drying, 21.35 g of product as light brown solid.

1. temperatureThe resulting mixture was refluxed for 2 hours
2. customobtaining a clear brown solution
3. concentrationThe reaction mass was concentrated under reduced pressure to a small volume
4. temperaturecooled to 0/+4° C.
5. additionslowly diluted with 1.1 L of 25% trisodium citrate dihydrate solution over a period of 90 min. under efficient stirring
6. extractionThe mixture (pH=4) was extracted three times with 600 mL of cyclohexane
7. temperaturewas cooled to 0/+4° C.
8. additionby carefully adding 1 L of 10% aqueous sodium bicarbonate
9. filtration/+2° C. and then filtered
10. washwashed thoroughly with water affording
11. customafter drying