Phosphorus sulfide (P2S5) → HCID 9922428, compound

Participants

Reaction Steps

Prepared by heating under reflux overnight a mixture of 6-(3-chlorophenyl)-4,4-dimethyl-3,4-dihydroquinoline-2(1H)-one and an equal weight of phosphorus pentasulfide in pyridine was stirred. Removal of the pyridine in vacuo followed by treating the residue with 6N hydrochloric acid and recrystallization of the residue in ethanol gave the product as a yellow solid: mp. 197-198° C. 1H-NMR (DMSO-d6) δ 12.34 (s, 1H), 7.75 (m, 1H), 7.64 (m, 2H), 7.57 (dd, 1H J=9.3 and 2.1 Hz), 7.48 (t, 1H, J=7.7 Hz), 7.41 (m, 1H), 7.20 (d, 1H, J=8.3 Hz), 3.34 (s, 2H), 1.26 (s, 6H); MS (APCI(−)) m/z 300 [M−H]− Anal. Calc. For C17H16ClNS: C, 67.65, H, 5.34, N, 4.64. Found: C, 67.77, H, 5.57, N, 4.54.

Provenance & Evidence