5-amino-1-hydroximoyl pyrazoles

Details 5-amino-1-hydroximoyl pyrazoles 5-amino-1-hydroximoyl pyrazoles

1993-03-25

1994-08-09

Ramsuer, Robert W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D23138

Patent

active

053367804

ABSTRACT:
Pyrazolo[5,1-c][1,2,4]triazoles of the general formula I ##STR1## in which R.sup.1 and R.sup.2 represent alkyl, cycloalkyl, aralkyl, aryl, alkoxy or heterocyclic radicals, R.sup.3 is hydrogen, halogen or an alkyl, cycloalkyl, aralkyl, aryl or heterocyclic radical bonded via a hetero atom, wherein R.sup.2 and R.sup.3 may be closed to form a ring, and R.sup.4 is hydrogen or an acyl radical, are prepared from 3(5)-amino-pyrazoles of the general formula II ##STR2## in which R.sup.2 and R.sup.3 have the abovementioned meaning, by reaction with a hydroximoyl halide of the general formula III ##STR3## in which R.sup.1 has the abovementioned meaning and X represents chlorine or bromine, in the presence of a tertiary base to give a 5-amino-1-hydroximoyl-pyrazole, subsequent reaction with an aliphatic or aromatic sulphonyl chloride in the presence of a tertiary base to give an O-sulphonated 5-amino-1-hydroximoyl-pyrazole, acylation to give an O-sulphonated 5-acylamino-1-hydroximoyl-pyrazole or 5-bisacylamino-1-hydroximoyl-pyrazole and then treatment with bases. The optionally O-sulphonated 5-amino-1-hydroximoyl-pyrazoles or O-sulphonated 5-acylamino- and 5-bisacylamino-1-hydroximoyl-pyrazoles are new valuable intermediates for the synthesis of pyrazolo[5,1-c][1,2,4]-triazoles.

REFERENCES:
J. Abstracts, J61065-247-A, Silver Halide . . . Magenta Coupler, Sep. 1984.
J. Abstracts, J6 3041-851-A, Color Image . . . Coupler, Aug. 1986.
J. Abstracts, J6 3218-665-A, N-(4-Chloropyrazolyl) . . . Couplers, Mar. 1987.

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