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Quinazolines. Part VIII. Electronic effects in 2-substituted quinazolines

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In a study of the cations of twenty 2-substituted quinazolines, it was found that covalent hydration of the 3,4-double bond decreased according to the electronic effect of the 2-substituent; viz. + / > + M > - /. This is explained by the effect of the substituent on the polarity of the C-4,N-3 double bond. The effect of the acyl group on the rate of ring closure of o-acylaminoacetophenones with alcoholic ammonia at 20° is also described.

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Journal of the Chemical Society C: Organic Chemistry

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