Catalytic preparation of cyanoalkyl lactams

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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540310, 540451, 540476, 540533, 540579, 544282, 546243, 548553, C07D20108, C07D47102

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active

049436333

ABSTRACT:
This invention relates to an improved process for the preparation of cyanoalkyl lactams by the reaction of an unsaturated nitrile with a lactam, said cyanoalkyl lactam of the formula ##STR1## wherein R is H, or methyl, R.sub.1 is H, methyl or ethyl and n is a number ranging from 2-11 and wherein each of the methylene groups may carry a lower alkyl substituent as shown. The improvement comprises: reacting said lactam with an alpha-beta unsaturated nitrile having from 3-6 carbon atoms in the presence of a catalytic amount of a diazabicycloalkene of the formula ##STR2## wherein R, R.sub.1 and n have the above meaning. Typically, acrylonitrile is reacted with .epsilon.-caprolactam in the presence of diazabicycloundecene.

REFERENCES:
patent: 3761436 (1973-09-01), Hoshimoto et al.
patent: 4024172 (1977-05-01), Martel et al.
patent: 4794109 (1988-12-01), Lang
Benson et al., J. Am. Chem. Society, vol. 70, pp. 2115-2118, 1948.

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