1,2-Dibromoethane → 6-(2-Bromoethoxy)-4-(3'-methylanilino)quinazoline

Participants

Reaction Conditions

Reaction Steps

Using an analogous procedure to that described in Example 39, except that DMA was used in place of DMF and that the reaction mixture was heated to 80° C. for 4 hours, 6-hydroxy-4-(3'-methylanilino)quinazoline was reacted with 1,2-dibromoethane to give 6-(2-bromoethoxy)-4-(3'-methylanilino)quinazoline in 47% yield, m.p. 129°-135° C. NMR Spectrum: (CD3SOCD3) 2.35 (s, 3H), 3.92 (t, 2H), 4.52 (t, 2H), 6.95 (d, 1H), 7.28 (t, 1H), 7.53 (m, 1H), 7.63 (m, 2H), 7.74 (d, 1H), 7.96 (d, 1H), 8.49 (s, 1H), 9.52 (s, 1H); Elemental Analysis: Found C, 57.5; H, 4.2; N, 11.57 C17H16BrN3O requires C, 57.0; H, 4.5; N, 11.7%.

Provenance & Evidence