Synthesis of herbicidal 3-substituted-4(3H)-pyrimidinones under high pressure

Autor:	Zev Lidert, Janusz Jurczak, Colin M. Tice, Artur Jeżewski
Rok vydání:	2001
Předmět:	Amidine chemistry.chemical_compound Pyrimidinones Chemistry High pressure Yield (chemistry) Organic Chemistry Organic chemistry
Zdroj:	Journal of Heterocyclic Chemistry. 38:645-648
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570380316
Popis:	The reaction of an N-monosubstituted amidine with a β-ketoester to afford a pyrimidinone is sluggish at best under normal conditions. We now report that this reaction can be effected in moderate yield under high pressure. Thus, 2,6-dichloro-4-pyridyl-(N-prop-2-ynyl)carboxamidine (4b) was reacted with three α-substituted-β-ketoesters (2b-d) at 10–16 kbar to afford herbicidal 2-(2,6-dichloro-4-pyridyl)-3-(prop-2-ynyl)-4(3H)-pyrimidinones 5b and 5c in 15 - 43% yield. This result expands the scope of reactions promoted by application of high pressure.
Databáze:	OpenAIRE
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