反应详情

To 70 ml of dried pyridine, were added 2.9 g of 3-dimethylaminobenzoic acid and 4.4 g of DCC. The mixture was stirred for 30 minutes while cooling in ice. After addition of 5.0 g of 6-amidino-2-naphthol methanesulfonate, the mixture was further stirred for one hour under cooling in ice and then overnight at room temperature. The reaction mixture was filtered and the filtrate was mixed with ethyl ether. The precipitate which was formed was collected by filtration, dissolved in a small quantity of methanol, and added to a saturated aqueous sodium hydrogencarbonate solution while being stirred. The precipitated crystals were collected by filtration to obtain 3.8 g of 6-amidino-2-naphthyl 3-dimethylaminobenzoate carbonate having a melting point of above 120° C. (decomp.). The crystals were suspended in ethanol, mixed with 1.4 g of acetic acid and stirred to form a clear solution from which crystals were precipitated after some time. The crystals were collected by filtration and recrystallized from ethanol to obtain 2.5 g of a white powder of 6-amidino-2-naphthyl 3-dimethylaminobenzoate acetate.

1. temperaturewhile cooling in ice
2. stirringthe mixture was further stirred for one hour
3. temperatureunder cooling in ice
4. customovernight
5. customat room temperature
6. filtrationThe reaction mixture was filtered
7. additionthe filtrate was mixed with ethyl ether
8. customThe precipitate which was formed
9. filtrationwas collected by filtration
10. dissolutiondissolved in a small quantity of methanol
11. additionadded to a saturated aqueous sodium hydrogencarbonate solution
12. stirringwhile being stirred
13. filtrationThe precipitated crystals were collected by filtration