4-(1,4-Dioxa-8-aza-spiro[4.5]dec-8-yl)-benzaldehyde benzaldehyde → 5-[[4-(1,4-Dioxa-8-azaspiro[4.5]decan-8-yl)phenyl]methylidene]-2-imino-1,3-thiazolidin-4-one

Participants

Reaction Steps

The title compound was prepared from 4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-benzaldehyde benzaldehyde (Taylor, E. C., Skotnicki, J. S. Synthesis, 1981, 606) and pseudothiohydantoin according to the procedure of Example 35 as an orange solid; 1H NMR (300 MHz, DMSO-d6) δ 1.68 (t, J=5.6 Hz, 4H), 3.43 (t, J=5.6 Hz, 4H), 3.91 (s, 4H), 7.06 (d, J=8.9 Hz, 2H), 7.41 (d, J=8.9 Hz, 2H), 7.48 (s, 1H), 8.99 (brs, 1H), 9.33 (brs, 1H); MS (ES) m/z: 345.9 (MH+); HRMS Calcd. for C17H20N3O3S(MH+): 346.1226. Found: 346.1205. Anal. Calcd. for C17H19N3O3S: C, 59.11; H, 5.54; N, 12.16. Found: C, 58.80; H, 5.71; N, 12.38.

Provenance & Evidence