Abstract
The synthesis of various 4-acylpyrazolones I [R = CH2Cl, (CH2)2Cl, (CH2)4Cl, etc.] bearing in the acyl moiety either a terminal chloro-substituent or a terminal ortho-chlorophenyl group was achieved by reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one (tautomer to 3-methyl-1-phenyl-1H-pyrazol-5-ol) with the corresponding acid chloride using calcium hydroxide / 1,4-dioxane. In one case (reaction with chlorobutanoyl chloride) a spontaneous cyclization occurred leading to the corresponding oxepino[2,3-c]pyrazole. Detailed NMR spectroscopic investigations with all prepd. compds. were performed.
Original language | English |
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Pages (from-to) | 132-137 |
Number of pages | 6 |
Journal | Journal of heterocyclic chemistry |
Volume | 55 |
Issue number | 1 |
DOIs | |
Publication status | Published - Jan 2018 |
Austrian Fields of Science 2012
- 104015 Organic chemistry
Keywords
- HETEROCYCLIC-ANALOGS
- RING-SYSTEMS
- TAUTOMERISM