Lawesson's reagent → 6-Pyridin-3-yl-3,4-dihydroquinoline-2(1H)-thione

Participants

Reaction Steps

To the title compound from Example 1 Step A (200 mg, 0.892 mmol) and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (180 mg, 0.446 mmol) was added toluene (1.8 mL). The suspension was heated to reflux for 45 minutes. The reaction was then cooled to room temperature and concentrated under reduced pressure. Purification by flash chromatography on silica gel (0-15% methanol in ethyl acetate) provided the title compound: LCMS m/z 241.22 [M+H]+; 1H NMR (500 MHz, CD3OD) δ 8.86 (d, J=2.0 Hz, 1H), 8.55 (dd, J=1.5, 4.8 Hz, 1H), 8.11 (ddd, J=1.9, 2.2, 8.2 Hz, 1H), 7.61-7.58 (m, 2H), 7.53 (dd, J=4.9, 8.0 Hz, 1H), 7.20 (d, J=8.1 Hz, 1H), 3.09-3.06 (m, 2H), 2.99-2.96 (m, 2H).

Provenance & Evidence