KMID : 0370219820260020111
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Yakhak Hoeji 1982 Volume.26 No. 2 p.111 ~ p.116
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Aminomethylation of 5-Phenylhydantoin
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±Ç¼ø°æ/Kwon SK
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Abstract
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The behavior of the 5-phenylhydantoin (5-phenyl-2,4-imidazolidinedione) ring in the aminomethylation reaction was studied in order to determine the orientation of this substitution. In case of monoaminomethylation, 3-morpholinomethyl-5-phenylhydantoin (or 3-piperidinomethyl-5-phenylhydantoin) was synthesized by the condensation of 5-phenylhydantoin with one mole of morpholine (or piperidine) and one mole of formaldehyde. 1,3-Dimorpholinomethyl-5-phenylhydantoin was obtained in the attempted condensation of 5-phenylhydantoin with two moles of morpholine and two moles of formaldehyde. Despite the close resemblance to morpholine the attempted condensation of 5-phenylhydantoin with piperidine and formaldehyde under reflux gave no expected 1, 3-dipiperidinomethyl-5-phenylhydantoin. In case of diaminometbylation using piperidine and formaldehyde, only 3,5-dipiperidinomethyl-5-phenylhydantoin was formed.
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