EP 0973745 A1 20000126 - METHOD FOR THE PRODUCTION OF 2,6-DICHLORO-5-FLUORONICOTINONITRILE AND THE CHEMICAL COMPOUND 3-CYANO-2-HYDROXY-5-FLUOROPYRIDE-6-ONE-MONOSODIUM SALT AND ITS TAUTOMERS
Title (en)
METHOD FOR THE PRODUCTION OF 2,6-DICHLORO-5-FLUORONICOTINONITRILE AND THE CHEMICAL COMPOUND 3-CYANO-2-HYDROXY-5-FLUOROPYRIDE-6-ONE-MONOSODIUM SALT AND ITS TAUTOMERS
Title (de)
VERFAHREN ZUR HERSTELLUNG VON 2,6-DICHLOR-5-FLUORNICOTINONITRIL UND DIE CHEMISCHE VERBINDUNG 3-CYANO-2-HYDROXY-5-FLUORPYRID-6-ON-MONONATRIUMSALZ SOWIE DESSEN TAUTOMERE
Title (fr)
PROCEDE DE PREPARATION DE 2,6-DICHLORO-5-FLUORONICOTINONITRILE ET COMPOSE CHIMIQUE 3-CYANO-2-HYDROXY-5-FLUOROPYRIDE-6-ONE-SEL MONOSODIQUE AINSI QUE SES TAUTOMERES
Publication
Application
Priority
- DE 19713506 A 19970401
- EP 9801617 W 19980319
Abstract (en)
[origin: US6197964B1] The process according to the invention can be illustrated by way of example by the following equation:The monosodium salt of the 3-cyano-2-hydroxy-5-fluoropyrid-6-one (cf. Formula (I)) and/or tautomers thereof are preferably employed in the process according to the invention.The use of a basic catalyst enables significantly lower amounts of chlorinating agent to be employed in the chlorination according to the invention than is necessary, for example, for chlorination of the free dihydroxy compound according to EP-A 333 020. Furthermore, the product 2,6-dichloro-5-fluoronicotinonitrile is obtained in a high purity and high yields after hydrolysis, which is not the case if the conditions according to EP-A 333 020 are applied.Basic catalysts which can be used for the process according to the invention are, for example, organic bases, for example aliphatic and aromatic amines and amides, and also inorganic bases, for example basic compounds of nitrogen and phosphorus and salts thereof. Preferred basic catalysts are: pyridine, pyridines alkylated with 1 to 3 C1-C6-alkyl groups, piperidine, piperidines, imidazoles and indoles alkylated with 1 to 3 C1-C6-alkyl groups, N-C1-C6-alkylaminopyridines, N-di-C1-C6-alkylated anilines, tertiary N-C1-C6-alkylamines, urea and urea derivatives. Particularly preferred basic catalysts are triethylamine, urea and ethylpiperidine.
IPC 1-7
IPC 8 full level
C07B 39/00 (2006.01); C07D 213/85 (2006.01); C07D 213/84 (2006.01)
CPC (source: EP KR US)
C07B 39/00 (2013.01 - EP US); C07D 213/61 (2013.01 - KR); C07D 213/85 (2013.01 - EP KR US)
Designated contracting state (EPC)
AT BE CH DE ES FI FR GB IE IT LI NL PT
DOCDB simple family (publication)
US 6197964 B1 20010306; AU 7038598 A 19981022; CA 2285365 A1 19981008; CN 1259123 A 20000705; DE 19713506 A1 19981008; EP 0973745 A1 20000126; HU P0003630 A2 20010328; IL 131973 A0 20010319; JP 2001516364 A 20010925; KR 20010005843 A 20010115; PL 335939 A1 20000522; TW 509662 B 20021111; WO 9843958 A1 19981008
DOCDB simple family (application)
US 40204799 A 19990927; AU 7038598 A 19980319; CA 2285365 A 19980319; CN 98805701 A 19980319; DE 19713506 A 19970401; EP 9801617 W 19980319; EP 98917018 A 19980319; HU P0003630 A 19980319; IL 13197398 A 19980319; JP 54110698 A 19980319; KR 19997008917 A 19990930; PL 33593998 A 19980319; TW 87103788 A 19980316