縮合環を有するPyridazine誘導体に関する研究(第1報)5,8-Dichloropyrido-[2,3-d]pyridazineとCarbanionとの反応

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5,8-Dichloropyrido[2,3-d]pyridazine (I), in benzene in the presence of sodium amide, reacted with active methylene compounds ; ethyl cyanoacetate (IIa), ethyl acetoacetate (IIb), diethyl malonate (IIc), malononitrile (IId), phenylacetonitrile (IIe), to afford 5-substituted (R^1)-8-chloropyrido[2,3-d]pyridazine (III) or 8-substituted (R^2)-5-chloropyrido[2,3-d]pyridazine (IV) ; IIIa (R^1=NC-C^^^〓H-CO_2C_2H_5), IVa (R^2=NC-C^^^〓H-CO_2C_2H_5), IVb' (R^2=-CH_2CO_2C_2H_5), IVc (R^2=-CH(CO_2C_2H_5)_2), IIId (R^1=-CH(CN)_2), IVe (R^2=NC-C^^^〓H-Ph). Compound I, in toluene in the presence of sodium hydride, also reacted with acetophenone (IIf), propiophenone (IIg) to afford 2-(5-chloro-8-pyrido[2,3-d]pyridazinyl) acetophenone (VII), 2,2'-(5,8-pyrido[2,3-d]pyridazinediyl) di-(1-phenylethanone) (VIII) ; 2-(5-chloro-8-pyrido[2,3-d]pyridazinyl) propiophenone (XV) respectively. However, reaction of I with acetone (IIh), diethyl ketone (IIi) gave no 5 or 8-substituted pyrido[2,3-d]-pyridazine der., but a mixture of structure-unknown products.
社団法人日本薬学会の論文
1983-06-25