ChemInform Abstract: Syntheses of 4-Aroyl and 4-Disubstituted Hydroxymethylpyridazin-3(2H)-ones and Their 3-Mercapto Derivatives: Synthesis of 1,3-Dithiano(4,5-c)pyridazine as a New Ring System.
Abstract
The reactions between the pyridazinones (Ia) and (Ib) and the Grignard reagents (II) yield mixtures of the corresponding 4-aroylpyridazinones (III) and the disubstituted 4-hydroxymethylpyridazinones (IV), whereas the reaction of (Ia) with the benzylic Grignard reagent (V) affords only the 4-aroyl compound (VI) and the reaction of (Ib) with (V) gives only the 4-hydroxymethyl compound (VII).
ChemInform Abstract
The reactions between the pyridazinones (Ia) and (Ib) and the Grignard reagents (II) yield mixtures of the corresponding 4-aroylpyridazinones (III) and the disubstituted 4-hydroxymethylpyridazinones (IV), whereas the reaction of (Ia) with the benzylic Grignard reagent (V) affords only the 4-aroyl compound (VI) and the reaction of (Ib) with (V) gives only the 4-hydroxymethyl compound (VII). The reactions of the 3-mercaptopyridazines (VIII) with the Grignard reagents (II) and (V) give only the 4-mercaptomethyl derivatives (IX). The reaction of (IXb) or of its oxo analogue (IVb) with P4S10 yields the thiocarbinol (X), which is converted to the novel 1,3-dithiano-(4,5-c)-pyridazine system (XI).
