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 Process for the preparation of aminotriazine derivatives

Details
Inventors: Beriger, Ernst; Kristinsson, Haukur;
Assignee: Ciba-Geigy Corporation (Ardsley, NY)
Primary Examiner: Morris; Patricia L.
Assistant Examiner:
Attorney, Agent or Firm: Mansfield; Kevin T., Mathias; Marla J.

The invention relates to a process for the preparation of a compound of formula ##STR1## useful as intermediate for the preparation of pesticides, wherein R is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkyl substituted by from 1 to 10 halogen atoms or by from 1 to 3 radicals selected from the group consisting of C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio and phenyl, phenyl or phenyl substituted by from 1 to 3 radicals selected from the group consisting of halogen, methyl, ethyl, methoxy, methylthio and nitro, which comprises reacting with hydrazine hydrate a compound of formula ##STR2## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkyl substituted by from 1 to 9 chlorine atoms, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.3 alkylsulfinyl, C.sub.1 -C.sub.3 alkylsulfonyl, phenyl, phenyl substituted by from 1 to 3 radicals selected from the group consisting of halogen, methyl, ethyl, methoxy, methylthio and nitro, or pyridyl, and subjecting to hydrolysis the resulting compound of formula ##STR3##

DETAILED DESCRIPTION What is claimed is: 1.
A compound of formula ##STR13## wherein R is hydrogen, C.
sub.
1 -C.
sub.
6 alkyl, C.
sub.
3 -C.
sub.
6 cycloalkyl, C.
sub.
1 -C.
sub.
4 alkyl substituted by from 1 to 10 halogen atoms or by from 1 to 3 radicals selected from the group consisting of C.
sub.
1 -C.
sub.
3 alkoxy, C.
sub.
1 -C.
sub.
3 alkylthio and phenyl, phenyl or phenyl substituted by from 1 to 3 radicals selected from the group consisting of halogen, methyl, ethyl, methoxy, methylthio and nitro, and R.
sub.
1 is hydrogen, C.
sub.
1 -C.
sub.
4 alkyl, C.
sub.
3 -C.
sub.
6 cycloalkyl, C.
sub.
1 -C.
sub.
4 alkyl substituted by from 1 to 9 chlorine atoms, C.
sub.
1 -C.
sub.
3 alkoxy, C.
sub.
1 -C.
sub.
3 alkylthio, C.
sub.
1 -C.
sub.
3 alkylsulfinyl, C.
sub.
1 -C.
sub.
3 alkylsulfonyl, phenyl or phenyl substituted by from 1 to 3 radicals selected from the group consisting of halogen, methyl, ethyl, methoxy, methylthio and nitro, or pyridyl.
2.
A compound of formula II according to claim 1, wherein R.
sub.
1 is C.
sub.
1 -C.
sub.
4 alkyl.
3.
A compound of formula II according to claim 1, wherein R is selected from the group consisting of methyl, ethyl, isopropyl, tert.
-butyl or cyclopropyl.
4.
A compound of formula II according to claim 3, wherein R.
sub.
1 is C.
sub.
1 -C.
sub.
4 alkyl.
5.
2,3-Dihydro-5-methyl-2-oxo-1,3,4-oxadiazol-3-yl-acetone according to claim 1.




Description:
The present invention relates to a novel process for the preparation of 4-amino-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazines, to starting materials and intermediates used in this process and to the use of these starting materials and intermediates in this process.
The invention relates to a process for the preparation of a compound of formula ##STR4## wherein R is hydrogen, C.
sub.
1 -C.
sub.
6 alkyl, C.
sub.
3 -C.
sub.
6 cycloalkyl, C.
sub.
1 -C.
sub.
4 alkyl substituted by from 1 to 10 halogen atoms or by from 1 to 3 radicals selected from the group consisting of C.
sub.
1 -C.
sub.
3 alkoxy, C.
sub.
1 -C.
sub.
3 alkylthio and phenyl, phenyl or phenyl substituted by from 1 to 3 radicals selected from the group consisting of halogen, methyl, ethyl, methoxy, methylthio and nitro, which process comprises reacting with hydrazine hydrate a compound of formula ##STR5## wherein R



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