反应详情

170 Milliliters of anhydrous pyridine and 72 ml of DMF were added to 8.1 g of 4-aminoiminomethylaminobenzoic acid.methanesulfonate, 10.0 g of 6-amidino-1-methoxycarbonylmethyl-2-naphthol.methanesulfonate, 71.6 g of DCC and 170 mg of DMAP, followed by stirring for 2 hours under cooling with ice and 24 hours at room temperature. The precipitate was filtered and washed with a small amount of DMF. The filtrate and the wash liquid were combined and this was concentrated under reduced pressure. To the residue was added 50 ml of DMF, and the resulting solution was added dropwise to 700 ml of ether, followed by stirring for 24 hours under cooling with ice. The supernatant was decanted, and then to the residue was added 200 ml of acetone, followed by stirring for 1 hour under cooling with ice. The precipitate was collected by filtration to obtain a crude product. To the collected precipitate was added 300 ml of methanol to dissolve the precipitate. To the solution was added 2 g of active carbon, followed by stirring for 30 minutes at room temperature. Insoluble matter was filtered off and the filtrate was concentrated under reduced pressure. To the residue was added 100 ml of methanol to dissolve the residue with heating. The resulting solution was added dropwise to 300 ml of acetone, followed by stirring for 24 hours under cooling with ice. Then, the precipitate was collected by filtration to obtain 4.2 g of the desired product.

1. filtrationThe precipitate was filtered
2. washwashed with a small amount of DMF
3. concentrationthis was concentrated under reduced pressure
4. additionTo the residue was added 50 ml of DMF
5. additionthe resulting solution was added dropwise to 700 ml of ether
6. stirringby stirring for 24 hours
7. temperatureunder cooling with ice
8. customThe supernatant was decanted
9. additionto the residue was added 200 ml of acetone
10. stirringby stirring for 1 hour
11. temperatureunder cooling with ice
12. filtrationThe precipitate was collected by filtration
13. customto obtain a crude product
14. dissolutionto dissolve the precipitate
15. additionTo the solution was added 2 g of active carbon
16. stirringby stirring for 30 minutes at room temperature
17. filtrationInsoluble matter was filtered off
18. concentrationthe filtrate was concentrated under reduced pressure
19. additionTo the residue was added 100 ml of methanol
20. dissolutionto dissolve the residue
21. temperaturewith heating
22. additionThe resulting solution was added dropwise to 300 ml of acetone
23. stirringby stirring for 24 hours
24. temperatureunder cooling with ice
25. filtrationThen, the precipitate was collected by filtration