Stereospecific synthesis of new 5-substituted 6-methyl-4,5-dihydro-2H-pyridazin-3-ones. X-ray assignment study |
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Authors: | J Taoufik J D Couquelet J M Couquelet A Carpy |
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Institution: | 1. Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, F. 63001 Clermont-Ferrand Cedex, France;2. E.R.A. CNRS No. 890, Faculté de Pharmacie, F. 33076 Bordeaux Cedex, France |
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Abstract: | Reaction of hydrazine hydrate with 4,5-dihydro-3H-4-acetyl furan-2-ones I led to ring opening and rearrangement into 6-methyl-4,5-dihydro-2H-pyridazin-3-ones II ( 1–20 ), the structure of which was determined by spectroscopic methods (ir, 1H and 13C nmr). An X-ray crystal structure study of compound 2 supports the assignment of configuration erythro (5RS, 7SR) for pyridazinones II. Stereochemical courses of this new synthetic route are discussed. |
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