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Synthesis of some trifluoromethyl substituted 1-methylpyrazoles

โœ Scribed by James W. Pavlik; Theppawut Israsena Na Ayudhya; Supawan Tantayanon


Book ID
102341919
Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
33 KB
Volume
40
Category
Article
ISSN
0022-152X

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โœฆ Synopsis


Abstract

The major products from the reaction of ฮฒโ€alkoxyvinyl trifluoromethyl ketones 1aโ€c with methylhydrazine (2) in absolute ethanol are the 3โ€(trifluoromethyl)โ€substitutedโ€1โ€methylpyrazoles 3aโ€3c with lesser amounts of the 5โ€(trifluoromethyl)โ€substituted products 4aโ€4c and 5aโ€5c. Carrying out the reaction in nonโ€polar, aprotic solvents can further enhance the regioselectivity favoring the 3โ€ (trifluoromethyl) โ€substituted isomers.


๐Ÿ“œ SIMILAR VOLUMES


Synthesis of 3-substituted-1-methylpyraz
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Trifluoromethyl substitution on the pyrazole ring was found to enhance photoreactivity via the P 4 pathway which involves interchange of the N2-C3 ring atoms. Thus, 1-methyl-3-(trifluoromethyl)pyrazole (1) and 1methyl-5-(trifluoromethyl)pyrazole (3) transposed with a P 4 /P 6 or P 4 /P 6 +P 7 ratio

Some nitration properties of 1-methylpyr
โœ V. P. Perevalov; Yu. A. Manaev; L. I. Baryshnenkova; B. I. Stepanov ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Springer US ๐ŸŒ English โš– 80 KB