摘要 |
FIELD: organic chemistry. SUBSTANCE: product: derivatives of N-azinyl-N'-(het)arylsulfonylurea of the formula (I)where A - nitrogen or group CRbeing Rmeans hydrogen, alkyl, halogen and haloidalkyl; R- hydrogen or free or substituted radical taken from group involving alkyl, alkoxyl, alkoxyalkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl; R- hydrogen, halogen or free or substituted with halogen groups: alkyl, alkoxyl, alkylthio, alkylamino or dialkylamino being each with 1-6 carbon atoms; R- hydrogen, halogen or free or substituted with halogen groups: alkyl, alkoxyl, alkylthio, alkylamino or dialkylamino being each with 1-6 carbon atoms; J - the following formulas: (a), (b), (c)and (d)where E - direct bond, alkylene, oxygen, alkylamino or sulfur; Rand Rmean independently hydrogen, halogen, cyano, thiocyanato or free or substituted with halogen groups: alkyl, alkoxyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl being each with 1-3 carbon atoms; R- hydrogen or free or substituted radical taken from group involving alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl or group C(_O)R, being Rmeans hydrogen, free or substituted alkyl, aryl, alkoxyl, alkylamino or dialkylamino; R- hydrogen, halogen, cyano, thiocyanato or free or substituted with halogen groups: alkyl, alkoxyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl being each with 1-3 carbon atoms. If no any notes then alkyl and alkylene groups have 1-6 carbon atoms, alkenyl and alkynylene group - 2-6 carbon atoms, cycloalkyl groups - 3-6 carbon atoms, and aryl groups - 6-10 carbon atoms, and their salts that can be used as herbicide agent. Derivatives of N-azinyl-N'-(het)arylsulfonylurea of the formula given above (I)were synthesized by the following reactions: (a) (het)arylsulfonamides of the formula (II) J-SO-NHwhere J as indicated above were interacted with N-azinylcarbamates of the formula (III)where: A and R-R- as indicated above and R- alkyl or aryl, if necessary, in the presence of diluting agent and auxiliary substance, or (b) (het)arylsulfonylisocyanates of the general formula (IV) J-SO-NCO where J - as indicated above were interacted with aminoazines of the formula (V)where A and R-R- as indicated above, if necessary, in the presence of diluting agent and auxiliary substance, or (c) N-(het)arylsulfonylcarbamates of the general formula (VI)where J and R- as indicated above were interacted with aminoazines of the formula (V)where A and R-R- as indicated above, if necessary, in the presence of diluting agent and auxiliary substance, and, if necessary, the end product synthesized by reactions (a), (b) or (c) is isolated in the free form or as a salt. EFFECT: improved method of synthesis. |