EP 1257540 A1 20021120 - METHOD FOR THE PRODUCTION OF 1-AMINO-3-ARYL-URACILS
Title (en)
METHOD FOR THE PRODUCTION OF 1-AMINO-3-ARYL-URACILS
Title (de)
VERFAHREN ZUR HERSTELLUNG VON 1-AMINO-3-ARYL-URACILEN
Title (fr)
PROCEDE POUR LA PRODUCTION DE 1-AMINO-3-ARYL-URACILES
Publication
Application
Priority
- DE 10005284 A 20000207
- EP 0100795 W 20010125
Abstract (en)
[origin: DE10005284A1] The invention concerns a novel method for the production of 1-amino-3-aryl-uracil of formula (I), wherein R<1> represents optionally substituted alkyl; R<2> represents hydrogen, nitro, cyano, halogen or optionally substituted alkyl; R<3> represents hydrogen, nitro, cyano or halogen; R<4> represents hydrogen, nitro, cyano, carbamoyl, thiocarbamoyl, hydroxy, halogen or optionally substituted alkyl, alkoxy or benzoyloxy and R<5> represents hydrogen, hydroxy, mercapto, amino, hydroxyamino, nitro, cyano, carboxy, carbamoyl, Thiocarbamoyl, halogen or one of the following groupings: -R<6>, -Q-R<6>, -NH-R<6>, -NH-O-R<6>, -NH-SO2-R6, -N(SO2R<6>)2, -CQ<1>-R<7>, -CQ<1>-Q<2>-R<6>, -CQ<1>-NH-R<6>, -Q<2>-CQ<1>-R<6>, -Q<2>-CQ<1>-Q<2>-R<6>, -NH-CQ<1>-R<6>, -N(SO<2>-R<6>)-(CQ<1>-R<6>), -NH-CQ<1>-Q<2>-R<6>, -Q<2>-CQ<1>-NH-R<6>, wherein Q represents O, S, SO or SO2, Q<1> and Q<2> independently represent O or S and R represents optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, heterocyclyl or heterocyclylalkyl.
[origin: DE10005284A1] Preparation of 1-amino-3-phenyl-uracils (I) involves reacting 3-phenyl-uracils (II) with 2-aminooxysulfonyl-1,3,5-trimethylbenzene (III), optionally in presence of a reaction auxiliary and/or a diluent, at -50 to +80 [deg] C. Preparation of 1-amino-3-phenyl-uracils of formula (I) involves reacting 3-phenyl-uracils of formula (II) with 2-aminooxysulfonyl-1,3,5-trimethylbenzene (O-mesitylenesulfonyl-hydro xylamine) of formula (III), optionally in presence of a reaction auxiliary and/or a diluent, at -50 to +80 [deg] C: [Image] R1optionally substituted alkyl; R2H, NO2, CN, halo or optionally substituted alkyl; R3H, NO2, CN or halo; R4H, NO2, CN, CONH2, CSNH2, OH or halo; or alkyl, alkoxy or benzoyloxy (all optionally substituted); R5H, OH, SH, NH2, NHOH, NO2, CN, COOH, CONH2, CSNH2, halo, R6, OR6, NHR6, NHOR6, NHSO2R6, N(SO2R6)2, C(Q1)R7, C(Q1)Q2R6, C(Q1)NHR6, Q2C(Q1)R6, Q2C(Q1)Q2R6, NHC(Q1)R6, N(SO2R6)C(Q1)R6, NHC(Q1)Q2R6 or Q2C(Q1)NHR6; Q : O, S, SO or SO2; Q1, Q2O or S; and R6alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl, heterocyclyl or heterocyclylalkyl. - ACTIVITY : None given. - MECHANISM OF ACTION : None given.
IPC 1-7
IPC 8 full level
C07D 239/54 (2006.01)
CPC (source: EP US)
C07D 239/54 (2013.01 - EP US)
Citation (search report)
See references of WO 0158883A1
Designated contracting state (EPC)
AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR
DOCDB simple family (publication)
DE 10005284 A1 20010809; AU 3020701 A 20010820; EP 1257540 A1 20021120; JP 2003522762 A 20030729; US 2003032807 A1 20030213; WO 0158883 A1 20010816
DOCDB simple family (application)
DE 10005284 A 20000207; AU 3020701 A 20010125; EP 0100795 W 20010125; EP 01902351 A 20010125; JP 2001558434 A 20010125; US 18296602 A 20020802