Potassium Hydroxide → HCID 16063314, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the product of Step A (0.230 g) in ethylene glycol was added hydrazine hydrate (0.1 mL). The mixture was heated at 200° C. for 1 h, then KOH (0.150 g) was added and the heating continued for 6 h. The mixture was allowed to cool then was diluted with water and extracted with Et2O. The combined organic extracts were dried and concentrated to 0.210 g of pale yellow solid. Chromatography on SiO2 (EtOAc/hexanes) afforded 0.146 g of the title compound. MS (ESI): exact mass calcd. for C22H25N3S, 363.18; found m/z 364.4 [M+H]+. 1H NMR (MeOH-d4): 7.85-7.84 (m, 1H), 7.65-7.63 (m, 2H), 7.56-7.55 (m, 3H), 7.37-7.36 (m, 1H), 4.60 (br s, 2H), 4.44 (br s, 2H), 3.46-3.32 (m, 2H), 3.22-3.17 (m, 1H), 2.55 (s, 3H), 1.34 (d, J=7.2, 6H).

Provenance & Evidence