Hydroxy-ethoxy-ethyl-N-tri:fluoromethyl-phenyl anthranilate prodn. - by direct esterification of acid with di:ethylene glycol, useful as pharmaceutical

Hydroxy-ethoxy-ethyl-N-tri:fluoromethyl-phenyl anthranilate prodn. - by direct esterification of acid with di:ethylene glycol, useful as pharmaceutical

Prodn. of 2-(2-hydroxyethoxy)ethyl N-(alpha, alpha, alpha-trifluoro-m-tolyl)anthranilate (I) comprises reacting N-(alpha, alpha, alpha-trifluoro-m-tolyl)anthranilic acid (II) with diethylene glycol (III) in presence of acid catalyst, and opt. of inert solvent, at 100-180 (130-150) degrees C. Pref. w...

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Hauptverfasser: BOLTZE,KARL-HEINZ,.DR, LOSCH,RAINER,.DR, LINDNER,KURT,.DR, METZ,GUNTER,DR, SCHOEN,WERNER,.DR, KLAUS,.VOLLBRECHT,DIETER, WAHL,KARL-HEINZ,.DR, WILK,HANS,.DR
Format: Patent
Sprache:eng ; ger
Schlagworte:
ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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Zusammenfassung:Prodn. of 2-(2-hydroxyethoxy)ethyl N-(alpha, alpha, alpha-trifluoro-m-tolyl)anthranilate (I) comprises reacting N-(alpha, alpha, alpha-trifluoro-m-tolyl)anthranilic acid (II) with diethylene glycol (III) in presence of acid catalyst, and opt. of inert solvent, at 100-180 (130-150) degrees C. Pref. water formed is removed azeotropically and (III) is used at 4-6 moles excess. The catalyst is pref. p-toluene-sulphonic acid and the solvent xylene or toluene. Reaction may be under an inert gas in a slight vacuum. (I) is a pharmaceutical (no details). One-step method is simpler than reaction of (II) with 2-(2-chloroethoxy) ethanol and gives a prod. easily purified by distn. The only by-product is water.