Patent · US Expired

Process for the preparation of 1-phenylpyrazoline-3-carboxylic acid derivatives

US5908938A · kind A · utility

1Cited by
4References
12Claims
0Family size

Assignee

Inventor

Key dates

Filing dateSep 4, 1998
Grant dateJun 1, 1999
Priority date
Expiry dateSep 4, 2018

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D231/06
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

There is described a process for the preparation of 1-phenylpyrazoline-3-carboxylic acid derivatives of the formula III by means of base-catalyzed reaction of hydrazones of the formula I with olefins of the formula II ##STR1## where Ph, R.sup.1, R.sup.2, R.sup.3, X and Y have the following meanings: Ph is optionally substituted phenyl, PA1 R.sup.1 is hydrogen or alkyl, PA1 R.sup.2 and R.sup.3 independently of one another are hydrogen, halogen, cyano, an optionally substituted organic radical, or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached form a saturated or partially saturated ring having 5 or 6 atoms, PA1 x is amino, hydroxyl, alkoxy, cycloalkoxy, alkylamino, dialkylamino, alkyloxyalkyloxy, trialkylsilyloxy or trialkylsilylmethyloxy and PA1 Y is chlorine or bromine. The reaction is carried out in a two-phase system composed of an organic and an aqueous phase using a sterically hindered amine and, if appropriate, a further base. These 1-phenylpyrazoline-3-carboxylic acid derivatives are employed as so-called safeners, i.e. agents which protect the useful plants in agricultural and silvicultural crops from undesired damage associated with the effect…

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