Phthalazine誘導体に関する研究(第9報)1-(Methylsulfonyl)phthalazineとケトンとの反応について(補遺)

概要

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The structure of the nucleophilic substitution products of 1-(methylsulfonyl) phthalazine (I) at 4-position, obtained by the reaction of I with acetophenone (IIa), propiophenone (IIb), acetone (IIc), diethyl ketone (IId), and cyclohexanone (IIe), had previously been presumed and were established from the following evidences : (i) Formation of diastereomers of IVb and IVd, IVb' and IVd', besides IVa-e, by the substitution of CH_3SO_2-group in IIIa-e with -CN group. (ii) Application of I to 3,4-dihydro-4-(1-methyl-2-oxobutyl)-1-phthalazinecarbonitrile (V), obtained by the reaction of 1-phthalazinecarbonitrile and IId, in anhyd. benzene in the presence of sodium amide, gave 3,4-dihydro-4-(methyl-2-oxobutyl)-3-(1-phthalazinyl)-1-phthalazinecarbonitrile (IVd'). Futher application of IIa to 2-[1,2-dihydro-4-(methylsulfonyl)-2-(1-phthalazinyl)-1-phthalazinyl] acetophenone (IIIa) gives a product (VI) of mp 160°, which was assumed to have been formed by the ring contraction of the phthalazine ring, but its structure was not fully elucidated.
公益社団法人日本薬学会の論文
1974-06-25