Electric Literature of 134450-56-9, These common heterocyclic compound, 134450-56-9, name is 4,5-Difluorophthalonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: A solution of 5a (67 mg, 0.61 mmols) in DMF (10 mL) was treated NaH (60 %, 48mg, 1.2 mmols), allowed to stir for half a minute at room temperature followed by addition of phthalonitrile 6 (100 mg, 0.61 mmols). A deep blue coloration developed in the reaction flask and TLC monitoring in 10 minutes showed complete consumption of both starting materials 5a and 6 and appearance of a new spot more non-polar to both starting materials, which was very strongly UV-active. The reaction was quenched in cold water (100 mL), extracted into ethyl acetate (20 mL), organic layer repeatedly washed with brine solution (5 × 15 mL) and dried over sodium sulfate. Evaporation of the majority of ethyl acetate followed by re-crystallization in an ice-bath yielded 7a (single spot by TLC control, 30% Ethyl acetate/Petroleum ether) as buff-colored crystals. Yield (62 mg, 43%). 1H NMR (300 MHz, d6-DMSO): delta 7.82 (s, 2H), 7.05 (s, 4H); 13C NMR (150 MHz, d6-DMSO): delta 145.57, 140.06, 125.67, 121.99, 116.76, 115.27, 110.81; UV-vis (DMSO) lambdamax (log epsilon) 261 (4.53), 324 (3.48); HRMS (ESI+) calcd. for C14H6N2O2Na 257.0327, observed for C14H6N2O2Na 257.0293. Melting point: 311 C.
Statistics shows that 4,5-Difluorophthalonitrile is playing an increasingly important role. we look forward to future research findings about 134450-56-9.