Synthesis of 2-(2,6-dichloro-4-pyridyl)-3-propargyl-5-ethyl-methyl-4(3H)-pyrimidinone, a promising new herbicide

A novel synthesis of the promising new herbicide 2-(2,6-dichloro-4-pyridyl)-3-propargyl-5-ethyl -6-methyl-4(3H)-pyrimidinone (12) is reported which features (1) regioselective carbon, followed by nitrogen, dialkylation of an intermediate dianion, and (2) a tandem "one-pot" sequence of reac...

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Bibliographic Details
Published inTetrahedron letters Vol. 38; no. 25; pp. 4339 - 4342
Main Authors Taylor, E.C, Zhou, P, Tice, C.M, Lidert, Z, Roemmele, R.C
Format Journal Article
LanguageEnglish
Published 1997
Subjects
agrochemicals
pesticides
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Summary:A novel synthesis of the promising new herbicide 2-(2,6-dichloro-4-pyridyl)-3-propargyl-5-ethyl -6-methyl-4(3H)-pyrimidinone (12) is reported which features (1) regioselective carbon, followed by nitrogen, dialkylation of an intermediate dianion, and (2) a tandem "one-pot" sequence of reactions involving sigmatropic sulfoxide elimination, lithium chloride-induced demethylation of a carbomethoxy grouping, decarboxylation, and isomerization/aromatization.
ISSN:0040-4039
1873-3581