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Methylhydrazones (III) of aromatic aldehydes and ketones react with nitrile imines (II) to give 1,2,3,4‐tetrahydro‐s‐tetrazines IV (1‐9) which exhibits “ring‐chain” tautomerism in solution. The extent of this tautomerism is dependent both on steric and electronic effects of substituent groups at C‐3 and C‐6 ring carbons.
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El‐Abadelah et al. (1991) studied this question.
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