5-Alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-o

Details 5-Alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-o 5-Alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-o

1975-04-10

1976-03-02

Rush, Raymond V.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260562H, C07D27110

Patent

active

039417980

ABSTRACT:
Oxadiazoline derivatives of the formula: ##SPC1##
Wherein R is alkyl of 1 through 4 carbon atoms, which are useful as intermediates in the synthesis of oxadiazoline derivatives of the formula: ##SPC2##
Wherein R is as defined above and R.sub.1 is alkyl of 1 through 4 carbon atoms, possessing useful herbicidal properties, are prepared by a process which comprises reducing the nitro group in a 5-alkyl-3-(2-nitro-4-chlorophenyl)-1,3,4-oxadiazolin of the formula: ##SPC3##
Wherein R is as defined above to a hydroxylamino group, subjecting the resulting 5-alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one to the Bamberger rearrangement, and converting the amine group in the resulting 5-alkyl-3-(2-amino-4-chloro-5-hydroxyphenyl)-1,3,4-oxadiazolin-2-one to a chlorine atom. The 5-alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one intermediates are compounds.

REFERENCES:
patent: 3741977 (1973-06-01), Boesch

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