Dimethyl Sulfoxide → HCID 18694828, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N,N-diphenyl-6-amino-2-naphthaldehyde, (3.98 g., 0.0123 mol.), 2-aminothiophenol (1.5 ml, 0.014 mol.) and DMSO (20 ml) was heated to 180° C., held at this temperature for 45 minutes, and poured into water. The separated greenish solids were collected, air dried, transferred to a column of silica gel and eluted with 2:1 toluene-heptaneto get the product, 3.91 g. (74% yield), m.p. 186.1-187.3° C. Recrystallization from 1:1 toluene-heptane raised the m.p. to 188.1-189.5° C. Mass Spec: m/z 428 (M+). Analysis calculated for C29H20N2S: C, 81.29; H, 4.70; N, 6.54; S, 7.47. Found: C, 81.04; H, 4.88; N, 6.62; S, 7.31.

Provenance & Evidence