5-Acenaphthyl cyanamide → HCID 178479314, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-acenaphthyl cyanamide (0.194 g, 1 mmol) and 2,3,4-trichloroaniline hydrochloride (0.221 g, 0.95 mmol; prepared from 2,3,4-trichloroaniline and 1. ON HCl-ether) were heated at reflux in 5 mL of chlorobenzene. Shortly after reflux temperature was reached all the solids had dissolved to give a clear solution. After a total of 2 hour reflux, the mixture was cooled to 20° C. and allowed to stand for 24 hours. The solid was collected by filtration and washed with excess of methylene chloride and dried in vacuo at 40° C. to give product (0.293 g, 68%) as an off white solid, mp: 208°-10° C.; 1H NMR (CD3OD): δ 7.70-7.58 (m, 3H, Ar--H), 7.48 (d, 2H, J=7.5Hz, Ar--H), 3.47-3.41 (m, 4H, 2×CH2); HRMS 389.0220 (389.0253 calcd. for C19H14N3Cl3); Anal Calcd. for C19H15N3CI4 (427.15): C, 53.42; H, 3.54; N, 9.84; Cl, 33.2; Found: C, 53.25: H, 3.57; N, 9.67; Cl, 33.75.

Provenance & Evidence