Process for preparation of thiazolylalkoxy acrylates

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548236, 5483411, 548248, 5483114, 5483111, 5483154, 5483157, 5483167, 5483171, 5483235, 5483251, 5483421, 560 55, 544133, 544137, 544139, 544238, 544369, 544370, 546275, 546276, 546280, C07D27720

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active

051946220

ABSTRACT:
A process for the preparation of a compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, halogen, --CF.sub.3, alkyl, alkoxy and alkylthio of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, --SO.sub.2 alk and alk is alkyl of 1 to 8 carbon atoms, optionally substituted aryl, aryloxy and arylthio of 6 to 18 carbon atoms and optionally substituted heteroaryl, heteroaryloxy and heterocyclic of 5 to 6 ring members, R.sub.3 is selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, aryl of 6 to 18 carbon atoms and alkoxyalkoxyalkyl of 3 to 14 carbon atoms, X is selected from the group consisting of --O--, --S-- and --NR.sub.4 --, R.sub.4 is selected from the group consisting of hydrogen, alkyl, alkenyl and alkynyl of up to 8 carbon atoms, --SO.sub.2 alkyl, --SO.sub.2 alkenyl and --SO.sub.2 alkynyl of up to 8 carbon atoms and optionally substituted aryl and --SO.sub.2 aryl of 6 to 18 carbon atoms, the double bond between the heterocycle of 5 member ring and the aromatic nucleus is of E and/or Z geometry comprising reacting a halide of the formula ##STR2## wherein R.sub.3 is as defined above and Hal is hydrogen with a compound of the formula ##STR3## wherein X, R.sub.1 and R.sub.2 have the above definitions in the presence of a base to obtain the corresponding product of formula I in the form of a mixture of isomers and optionally separating the isomers and novel intermediates of formula II.

REFERENCES:
patent: 2946824 (1960-07-01), Chiddix
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patent: 4927960 (1990-05-01), Maeda
patent: 4937372 (1990-06-01), Wenderoth et al.
patent: 5003101 (1990-06-01), Brand et al.
patent: 5041618 (1991-08-01), Brand et al.
Schuetz et al. Chem. Abstr. vol. 113 entry 152422h (1990).

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