YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
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
大石 悦男渡辺 裕美林 英作
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1983 年 103 巻 6 号 p. 623-630

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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 (R1)-8-chloropyrido[2, 3-d]pyridazine (III) or 8-substituted (R2)-5-chloropyrido[2, 3-d]pyridazine (IV) ; IIIa (R1=NC-C^^^〓H-CO2C2H5), IVa (R2=NC-C^^^〓H-CO2C2H5), IVb' (R2=-CH2CO2C2H5), IVc (R2=-CH(CO2C2H5)2), IIId (R1=-CH(CN)2), IVe (R2=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.
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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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