CAS: 39807-19-7; 5-(Tert-Butyl)-3-(2,4-Dichloro-5-Hydroxyphenyl)-1,3,4-Oxadiazol-2(3H)-One

专利信息

专利号:US-4138404-A
优先权日:1973-03-22
标题:Process for the preparation of oxadiazolines
发明人：FORT JEAN F; GIRAUDON RAYMOND
权利人:RHONE POULENC SA
摘要:Oxadiazoline derivatives of the formula: ##STR1## WHEREIN R is alkyl of 1 through 4 carbon atoms, which are useful as intermediates in the synthesis of oxadiazoline derivatives of the formula: ##STR2## WHEREIN R is as defined above the R 1 is alkyl of 1 through 4 carbon atoms, possessing useful herbicidal properties, are prepared by a new process which comprises reducing the nitro group in a 5-alkyl-3-(2-nitro-4-chlorophenyl)-1,3,4-oxadiazolin-2-one of the formula: ##STR3## wherein R is as defined above to a hydroxylamino group, treating the resulting 5-alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one with concentrated sulphuric acid of density about 1.83 to produce the corresponding amino-phenol, 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 new compounds.

专利号:US-3941798-A
优先权日:1973-03-22
标 题 :5-Alkyl-3-(2-hydroxylamino-4-chlorophenyl)-1,3,4-oxadiazolin-2-one compounds
发明人：FORT JEAN-FRANCOIS; GIRAUDON RAYMOND
权利人:RHONE POULENC SA
摘要:Oxadiazoline derivatives of the formula: ##SPC1## n 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## n Wherein R is as defined above and R 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## n 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.