YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
含窒素共役系の反応(第4報)共役1,2-Diimine類とイソシアナート類との反応
坂本 正徳富松 祥郎宮沢 恭子所 一彦
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1972 年 92 巻 12 号 p. 1462-1467

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Reaction of the conjugated 1, 2-diimines with isocyanates was investigated. 6, 6', 7, 7'-Tetramethoxy-3, 3', 4, 4'-tetrahydro-1, 1'-biisoquinoline (I) reacted with several phenyl isocyanates (Ila-e) and benzoyl isocyanate (IIf), giving criss-cross type 1 : 2-adducts (IIIa-f). Behavior of N, N'-bis(cyclohexyl)ethylenediimine (VII) was different depending on reaction conditions. Reaction of VII with IIf at room temperature afforded 1 : 2-adduct (VIII) through 1, 2-cycloaddition to C=N bond of VII, presumably due to the contribution of 1, 4-dipolar structure of IIf, while in boiling xylene gave criss-cross type 1 : 2-adduct (X). On the other hand, although addition of N, N'-bis(cyclohexyl)butylene-2, 3-diimine (XV) to IIf was not found to take place at room temperature, XV reacted with IIf in boiling xylene to give a criss-cross adduct (XVI) as VII.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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