4-Methyl-3-nitroaniline → HCID 22732279, compound

Participants

Reaction Steps

Using analogous procedures to those described in the portion of Example 2 which is concerned with the preparation of starting materials, 4-chloro-6,7-dimethoxyquinazoline was reacted with 4-methyl-3-nitroaniline to give 4-(4-methyl-3-nitroanilino)-6,7-dimethoxyquinazoline hydrochloride; NMR: 2.54 (s, 3H), 3.98 (s, 3H), 4.02 (s, 3H), 7.38 (s, 1H), 7.58 (m, 1H), 8.06 (m, 1H), 8.43 (m, 2H), 8.89 (s, 1H), 11.72 (s, 1H); Mass: M+H+ 341 and that material was reduced during 5 hours to give 4-(3-amino-4-methylanilino)-6,7-dimethoxyquinazoline; NMR: 2.04 (s, 3H), 3.9 (s, 3H), 3.92 (s, 3H), 4.88 (s, 2H), 6.8 (m, 1H), 6.9 (m, 1H), 7.03 (s, 1H), 7.12 (m, 1H), 7.8 (s, 1H), 8.38 (s, 1H); 9.2 (s, 1H); Mass: M+H+ 311.

Provenance & Evidence