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2004
Pyrimidine derivatives
R 0510
Two Directions of the Reaction of 4-Bromobenzaldehyde with Substituted Aceand Urea. Synthesis of Aryl-Substituted Pyrimidin-2-one and
50- 123 tophenones
Hexahydropyrimido[4,5-d]pyrimidin-2,7-dione. — Modified Biginelli reaction of
4-bromobenzaldehyde, urea and acetophenones (I) provides the expected aryl-substituted pyrimidinones (IV) and/or hexahydropyrimidopyrimidinediones (V) depending
on the substituent on the acetophenone ring and the nature of the solvent. Bromination
of both types of reaction products results in the formation of 5-bromopyrimidinones
[cf. (VI)]. Aromatization of products (IV) is achieved via reaction with POCl3. —
(SEDOVA, V. F.; SHKURKO, O. P.; Chem. Heterocycl. Compd. (N. Y.) 40 (2004) 2,
194-202; Vorozhtsov Inst. Org. Chem., Sib. Branch Russ. Acad. Sci.,
Novosibirsk 630090, Russia; Eng.) — Koehler
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