A study of the spectra and acidity of 4,5-dihydro-1H-benz[g]indazol-7-ol and 2,3a,4,5-tetrahydro-7-hydroxy-3a-methyl-3H-benz[g]indazol-3-one |
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| Authors: | George X Thyvelikakath Linda J Bramlett Theodore E Snider Don L Morris Donald F Haslam Wesley D White Neil Purdie N N Durham K Darrell Berlin |
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| Abstract: | The synthesis of 2,3a,4,5-tetrahydro-7-hydroxy-3H-benzg]indazol-3-one is recorded for the first time. Infrared, pmr, and uv spectral analysis of this pyrazolone and of 4,5-dihydro-1H-benzg]indazol-7-ol strongly support the presence of one tautomer in each case. Measurements of pKa values are in agreement with the proposed tautomeric structures based upon comparisons with simpler model systems. The data are taken in aqueous solution since the compounds are soluble at 10?5 M and the results may more closely approximate that for the structure under physiological conditions. |
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