ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7

Published monthly
 

Herbicidal properties of new N-amino-1,4-endocyclohex-5-ene-2,3-dicarboximide derivatives

M. Furdík, E. Sidóová, and S. Priehradný

Komenský University, Bratislava

 

Abstract: The prepn. of unknown derivs. of N-amino-l,4-endocyclohex-5-ene-2,3-dicarboximide was described. These were synthesized in order to study the relationship between the structural changes caused by the substitution on the N-amino group and the herbicidal activity. These were prepd.: monoacyl derivs., by acyl chlorides in the presence of benzene and N,N-diethylaniline, N-(acetamido), decompd. 183-5°, N-(chloroacetamido), decompd. 152-5°, N-(phenacetylamino), decompd. 152-4°, N-(benzoylamino), decompd. above 151°, and N-(furoylamino), decompd. above 177°, and by acetylation, N-(diacetylamino), decompd. 146.5-6.5°; N-(anilino), decompd. 189-91°, N-(p-nitroanilino), decompd. 189-92°, and N-(2,4 dinitroanilino), decompd. 233.5-5.5°, with phenylhydrazine and its nitro derivs. in water or glacial CH3COOH medium; N-benzalamino derivs. with the condensation with benzaldehyde and its derivs., N-(o-chlorobenzalamino), decompd. 153.5°, N-(p-chlorobenzalamino), m.p. 159-60°, N-(o-nitrobenzalamino), m.p. 149-51°, N-(m-nitrobenzalamino), decompd. 152-4°, N-(p-nitrobenzalamino), decompd. 163-5°, N-(o-hydroxybenzalamino), decompd. 163-4°, and N-(p-dimethylaminobenzalamino), decompd. above 191°, and by the anhydride of 1,4-endocyclohex-5-ene-2,3-dicarboxylic acid on hydrazine hydrate, bis(1,4-endocyclohex-5-ene-2,3-dicarboximide), decompd. above 176°. All the tested compds. showed lower herbicidal properties than the standard products and were more effective at the higher concns. of the active compd. The most active was N-(2,4-dinitrophenylamino) deriv.

Full paper in Portable Document Format: 198a611.pdf (in Slovak)

 

Chemical Papers 19 (8) 611–619 (1965)

Saturday, March 28, 2020

IMPACT FACTOR 2018
1.246
SCImago Journal Rank 2018
0.274
SEARCH
Advanced
VOLUMES
47th International Conference of SSCHE
15th Bratislava Symposium on Saccharides (15BSS)
© 2020 Chemical Papers