N,N′-Cyclization of carbodiimides with 2-(bromomethyl)acrylic acid. A direct entry to the system 5-methylene-6H-pyrimidine-2,4-dione, a new class of thymine analogues

doi:10.1002/JHET.5570330444

Paper

N,N′-Cyclization of carbodiimides with 2-(bromomethyl)acrylic acid. A direct entry to the system 5-methylene-6H-pyrimidine-2,4-dione, a new class of thymine analogues

Published Jul 1, 1996 · J. Anglada, T. Campos, F. Camps

Journal of Heterocyclic Chemistry

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Abstract

Carbodiimides react under very mild conditions with 2-(bromomethyl)acrylic acid at both N atoms to give 1,3-disubstituted-5-methylene-6H-pyrimidine 2,4-dione derivatives in moderate to good yields. These products behaved as good Michael acceptors towards a variety of nucleophiles such as bromine, hydrochloric acid, hydrides, etc. A plausible mechanism is proposed based on theoretical approaches and experimental results.

Study Snapshot

Carbodiimides react under mild conditions with 2-(bromomethyl)acrylic acid to produce 1,3-disubstituted-5-methylene-6H-pyrimidine 2,4-dione derivatives, acting as good Michael acceptors towards various nucleophiles.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

N,N′-Cyclization of carbodiimides with 2-(bromomethyl)acrylic acid. A direct entry to the system 5-methylene-6H-pyrimidine-2,4-dione, a new class of thymine analogues

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Citations

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