Patent · US Expired

3,4-disubstituted-4,5-dihydro-1H-pyrazoles and a method of preparation

US5324837A · kind A · utility

22Cited by
10References
27Claims
0Family size

Assignee

Inventors

Key dates

Filing dateAug 17, 1992
Grant dateJun 28, 1994
Priority date
Expiry dateAug 17, 2012

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D403/04
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

3,4-Diaryl-4,5-dihydro-1H-pyrazole compounds having a selected 5- or 6-membered aromatic heterocyclic moiety in the 4-position and an optionally substituted phenyl moiety in the 3-position, such as 4,5-dihydro-3-(4-fluorophenyl)-4-(5-trifluoromethyl-2-pyridinyl)-1H-pyrazo le were prepared as intermediates in the preparation of insecticidal 3,4,N-triaryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds. The 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds can be prepared from appropriate 1,2-diarylethanone compounds by successive treatments with N,N,N',N'-tetramethyldiaminomethane in dichloromethane in the presence of acetic anhydride (to form a Mannich adduct) and hydrazine in the presence of a catalytic amount of trifluoroacetic acid.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.