1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 68328141, compound

Participants

Reaction Steps

To a suspension of N-isopropyl-2-(3-nitro-1H-indole-5-carbonyl)hydrazinecarbothioamide (1.5 g, 4.672 mmol) in toluene (15 mL) was added EDC HCl (1.3 g, 7.009 mmol) in one lot and the reaction was heated to reflux for 16 h. After completion, toluene was removed in vacuo and the residue was treated with water (25 mL) to get a precipitate. The precipitate was filtered washed and dried. The crude product was washed with 10% EtOAc in petroleum ether to afford N-isopropyl-5-(3-nitro-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine (1.2 g, 92%) as pale yellow colored solid. MS (ESI, pos. ion) m/z: 288.1 (M+1); 1H-NMR (300 MHz, DMSO-d6): δ 12.88 (brs, 1H), 8.75 (s, 1H), 8.47 (s, 1H), 7.67-7.84 (m, 3H), 3.69-3.76 (m, 1H), 1.21 (d, 6H, J=6.6 Hz).

Provenance & Evidence