Abstract
Synthesis and Insecticidal activity of ureas and amides with an bicyclic monoterpenyl derivatives was examined.
2-Carene (1), 3-carene (2), thujone (3) and d-menthol (4) were converted to secondary amines (5) (8) by hydroboration, Jones oxidation, oximation (N, N-dimethylhydrazonation, methylation and elimination reaction) or reduction with LiAlH4. The secondary amine derivatives were condensed with six chlorides to obtain urea (5a) (8e) and amide compounds (5f) (8f).
Twenty-four monoterpene derivatives obtained were tested for insecticidal activity toward Tyrophagus putrescentiae (T. putrescentiae) and Dermatophagoides farinae (D. farinae).
On filter paper, compounds (5a), (5d), (5e) and (6b) (6d) from (1) and (2) showed higher insecticidal activity than N, N-diethyl-m-toluamide (DEET) for D. farinae. In air dusting for D. farinae, these compounds (5d) and (6b) (6d) at 0.2g/m2 had exterminative effects for a long time, and were more active than DEET.
