Tetrahedron p. 3303 - 3310 (1986)
Update date:2022-08-04
Topics:
Morris, Gareth A.
Mullah, Khairuzzaman B.
Sutherland, James K.
4-Amino-1-hydroxy-8-methoxyanthraquinone has been synthesized and alkylated with 1-nitropropane to give a mixture of 2- and 3-propyl compounds. Leuco-5-hydroxyquinizarin regioselectively reacts with n-propylamine and benzylamine to give 4-imino compounds, which are shown by (14)N n.m.r. spectroscopy to exist in solution as zwitterions. The benzylamine is regioselectively alkylated with propanal to give 4-benzylamino-1,5-dihydroxy-2-propylanthraquinone.
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