5-(Chloroacetyl)-1,3-dihydro-2H-indol-2-one → HCID 17982473, compound

Participants

Reaction Conditions

Reaction Steps

Thioacetamide (90 mg, 1.2 mmol) was added to a slurry of 5-(2-chloro-acetyl)-1,3-dihydro-indol-2-one (250 mg,1.2 mmol) in acetic acid (3 mL). The reaction temperature was increased to 80° C. and stirred at this temperature for 16 h. The reaction mixture was cooled to room temperature and the resultant precipitate was collected by filtration. The solid was washed with EtOAc (2×20 mL) and ether (2×20 mL) and dried in vacuo to afford a cream colored solid (300 mg, 94% yield). 1H NMR (DMSO-d6) δ2.74 (s, 3H); 3.58 (s, 2H); 6.87 (d, 1H); 7.79 (m, 3H); 10.57 (s, 1H). APCI-MS (−ve) m/z 229 (M−H), APCI-MS (+ve) m/z 231 (M+H).Analytical calculated for C12H10N2OS.HCl: C, 54.02; H, 4.16; N, 10.50; S, 12.02. Found: C, 53.73; H, 4.16; N, 10.17; S, 11.63.

Provenance & Evidence