Design, synthesis and herbicidal activities of -menth-3-en-1-amine thiourea derivatives.

An efficient method for the synthesis of 1-isopropyl-4-isothiocyanato-4-methylcyclohex-1-ene has been developed with p-menth-3-en-1-amine as raw material. Next, a number of p-menth-3-en-1-amine thiourea derivatives (-) have been obtained from the reactions between 1-isopropyl-4-isothiocyanato-4-methylcyclohex-1-ene and cyclohexylamine or the reactions between p-menth-3-en-1-amine and different isothiocyanates. Then, the herbicidal activities of these compounds were evaluated.

An efficient synthesis method targeted to a novel aziridine derivative of p-menthane from turpentine and its herbicidal activity.

A novel aziridine compound N-acetyl-1,2-azacyclo-p-menthane d was synthesised using turpentine as raw material and characterised by FT-IR, H NMR, C NMR, ESI-MS and HRMS. The pre-emergence herbicidal activities of d and its synthetic intermediates cis- and trans-N,N'-diacetyl-p-menthane-1,8-diamine (b2 and b1) were determined. The result showed that d exhibited much higher herbicidal activities against annual ryegrass, Digitaria sanguinalis and Ixeris denticulate than b2 and b1.