Phase-transfer catalyzed alkylation of hydantoin and 5-methyl-5-phenylhydantoin

Abstract EN

PTC-alkylation of hydantoin (1a) and 5-methyl-5-phenylhydantoin (1b) by different organohalogen reagents at 25 ºC in the presence of tetrabutylammonium bromide as catalyst has been investigated either in the absence or presence of CS2.

This work is aiming to study the comparative reactivity of N-versus O-of hydantoins toward alkylation and cycloalkylation.

In all cases N3 monoalkylation or N1 and N3 dialkylation are the main products.

The structures of alkylhydantoins have been established by IR, NMR, mass spectral data and elemental analysis.

PTC-alkylation of hydantoin (1a) and 5-methyl-5-phenylhydantoin (1b) by different organohalogen reagents at 25 ºC in the presence of tetrabutylammonium bromide as catalyst has been investigated either in the absence or presence of CS2.

This work is aiming to study the comparative reactivity of N-versus O-of hydantoins toward alkylation and cycloalkylation.

In all cases N3 monoalkylation or N1 and N3 dialkylation are the main products.

The structures of alkylhydantoins have been established by IR, NMR, mass spectral data and elemental analysis.