反应详情

To 100 ml of pyridine, were added 8.6 g of 4-guanidinobenzoic acid hydrochloride and 9.0 g of DCC. The mixture was stirred for one hour under cooling in ice (reaction mixture A). To 100 ml of pyridine, was added 113 g of 6-amidino-2-naphthol methanesulfonate. To the mixture, while being cooled in ice and stirred, was added the reaction mixture A portionwise over a period of one hour. After completion of the addition, the resulting mixture was stirred for another hour under cooling in ice, then overnight at room temperature. The precipitated crystals were collected by filtration and washed with pyridine and acetone. The crystals were then dissolved in about 200 ml of water and the insoluble DCU was removed by filtration. A saturated aqueous sodium hydrogencarbonate solution was added to the filtrate to precipitate pale yellow crystals. The crystals were washed with water and acetone to obtain 15 g (79.8% yield) of 6-amidino-2-naphthyl 4-guanidinobenzoate carbonate. From this carbonate other acid addition salts may be obtained by the procedure described in method A.

1. temperatureunder cooling in ice (
2. customreaction mixture A)
3. temperatureTo the mixture, while being cooled in ice
4. stirringstirred
5. additionwas added the reaction mixture A portionwise over a period of one hour
6. additionAfter completion of the addition
7. stirringthe resulting mixture was stirred for another hour
8. temperatureunder cooling in ice
9. customovernight
10. customat room temperature
11. filtrationThe precipitated crystals were collected by filtration
12. washwashed with pyridine and acetone
13. dissolutionThe crystals were then dissolved in about 200 ml of water
14. customthe insoluble DCU was removed by filtration
15. additionA saturated aqueous sodium hydrogencarbonate solution was added to the filtrate
16. customto precipitate pale yellow crystals
17. washThe crystals were washed with water and acetone