2-Naphthoic acid → HCID 178509287, Verbindung

A mixture of 2-naphthyl carboxylic acid (2.0 g, 11.6 mmol) and N,N'-carbonyldiimidazole (2.07 g, 12.8 mmol) in dry tetrahydrofuran (50 ml) was stirred at reflux temperature for 1 h. To the cooled reaction mixture was added 3,5-diamino-1,2,4-triazole (1.15 g, 11.6 mmol) and the resulting mixture was refluxed for 3 h. The cooled reaction mixture was quenched with water (75 ml) and extracted with diethyl ether (2×75 ml). The combined organic extracts were washed with saturated aqueous sodium chloride (2×50 ml), dried (MgSO4), filtered and evaporated in vacuo. The residue was crystallised from diethyl ether (20 ml), filtered off and washed with diethyl ether (2×10 ml), dried in vacuo afforded 0.95 g (32%) of the title compound as a solid.

1. temperatureat reflux temperature for 1 h
2. customTo the cooled reaction mixture
3. temperaturethe resulting mixture was refluxed for 3 h
4. customThe cooled reaction mixture
5. customwas quenched with water (75 ml)
6. extractionextracted with diethyl ether (2×75 ml)
7. washThe combined organic extracts were washed with saturated aqueous sodium chloride (2×50 ml)
8. dry with materialdried (MgSO4)
9. filtrationfiltered
10. customevaporated in vacuo
11. customThe residue was crystallised from diethyl ether (20 ml)
12. filtrationfiltered off
13. washwashed with diethyl ether (2×10 ml)
14. customdried in vacuo

ORD-Eintrag

ord-f4a641cb65cf44cfbed02238990a8b5a

Quelldatensatz

uspto-grants-1999_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05958957