Synthesis and Herbicidal Activity of 1-Aryl-2-phenyI-3-methyl-3-isopropyl-1,4,2-diazaphospholidin-5-one-2-oxides

Jia Zhou, Yong Ge Qiu, Ke Sheng Feng, Ru Yu Chen

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A series of 1-aryl-2-phenyl-3-methyl-3-isopropyl-1,4,2-diazaphospholidin-5-one-2-oxides(2a- 2o)have been synthesized by the Mannich-type reaction of substituted phenyl ureas, phenyldichlorophosphine and 3-methyl-2-butanone, and their structures were confirmed by elemental analysis, NMR, IR and MS. On the basis of NMR analyses, we found that the cis-isomers, in which the bigger group isopropyl and the phenyl group linked with the phosphorus atom are at the opposite side, are generated preferably in the reaction. The results of preliminary bioassay show that compounds 2 possess an excellent herbicidal activity selectively against rape. The structure-herbicidal activity relationship(SAR) has also been discussed. Their herbicidal activities for the same substituent at different positions and those for different substituents at the same position are compared.

Original languageEnglish (US)
Pages (from-to)1062
Number of pages1
JournalKao Teng Hsueh Hsiao Hua Heush Hsueh Pao/ Chemical Journal of Chinese Universities
Volume20
Issue number7
StatePublished - Jul 10 1999
Externally publishedYes

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Oxides
Nuclear magnetic resonance
Bioassay
Isomers
Phosphorus
Atoms
Chemical analysis
N-phenylurea
isopropyl methyl ketone

Keywords

  • 1,4,2-Diazaphospholidin-5-one-2-oxides
  • Herbicidal activity
  • Structure-herbicidal activity relationship
  • Synthesis

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis and Herbicidal Activity of 1-Aryl-2-phenyI-3-methyl-3-isopropyl-1,4,2-diazaphospholidin-5-one-2-oxides. / Zhou, Jia; Qiu, Yong Ge; Feng, Ke Sheng; Chen, Ru Yu.

In: Kao Teng Hsueh Hsiao Hua Heush Hsueh Pao/ Chemical Journal of Chinese Universities, Vol. 20, No. 7, 10.07.1999, p. 1062.

Research output: Contribution to journalArticle

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