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

✍ Scribed by Edward C Taylor; Ping Zhou; Colin M Tice; Zev Lidert; Renee C Roemmele

Book ID
104257305
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
180 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

A novel synthesis of the promising new herbicide 2- (2,6-dichloro-4pyridyl)-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.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 2-(2,6
ChemInform Abstract: Synthesis of 2-(2,6-Dichloro-4-pyridyl)-3-propargyl-5-ethyl-6-methyl-4( 3H)-pyrimidinone, a Promising New Herbicide.
✍ E. C. TAYLOR; P. ZHOU; C. M. TICE; Z. LIDERT; R. C. ROEMMELE πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 30 KB πŸ‘ 1 views

Synthesis of 2-(2,6-Dichloro-4-pyridyl)-3-propargyl-5-ethyl-6-methyl-4( 3H)-pyrimidinone, a Promising New Herbicide. -Condensation of the Michael acceptor (I) with the amidine (II) leads to formation of the dihydropyrimidone (III) which is readily converted to the title compound (IX) by a sequence