クロル-s-トリアジンの反応性 (第2報) : 2, 4-ジクロル-6-アリルアミノ-s-トリアジンとアニリンとの反応について

概要

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In order to clarify the effect of NHR (R=aryl or alkyl group) on the reactivity of active chlorine atom in chloro-s-triazine derivatives, reaction between (A) type chloro-s-triazine, N: CCl. N: CCl. N: CNHR, (A) and aniline has been investigated. A comparison of reaction velocity indicated that the reactivity of (A) and aniline was in the order of -NHC6H4Cl-m>-NHC6H4Cl-p>-NHC6H4OCH3-m>-NHC6H5>-NHC6H4CH3-m>-NHC6H4CH3-p>-NHC6H4OCH3-p=-NHC6H4OC2H5-p, and-NH2>-NHCH3>-NHC2H5=-NHC4H9-n. The effect of X in -NH-X type compounds as well as -O-X was mainly due to its polar effect and this was assumed to be transmitted to s-triazine nucleus through the nitrogen atom.When the X has electron attractive property, the reaction proceed easier, and when he X has electron donating property more difficult.
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