Phosphorus pentachloride → HCID 24976598, compound

Participants

Reaction Steps

75 g of N-methyl o-nitro aniline and 70 g of monoethyl malonate (obtained according to M. FREUND, Ber. 17, 780, 1 884) are dissolved in 550 c.C. of benzene, the solution is agitated and 106 g of phosphorus pentachloride are added, while maintaining the temperature at 20°-23° C; this is agitated for three hours at room temperature, then heated for one hour at 70° C; an yellow precipitate forms, which dissolves again, giving an orange solution; a water-ice mixture is added, while agitating, to obtain a volume of 1,500 c.c., keeping the temperature at 30° C; the benzene phase is decanted off, washed with water, then with a saturated aqueous solution of sodium bicarbonate and finally with water, dried over sodium sulfate and evaporated under reduced pressure; the residue is purified by recrystallisation in the xylol-petroleum ether mixture (2,5-1). The compound melts at 54°-55° C. Analysis: C12H14N2O5 = 266.25; Calculated: C % 54.13; H % 5.30; N % 10.52; Found: 54.02; 5.23; 10.77.

Provenance & Evidence