Cyclization of 2-(3-aryl-5-pyrazolyl)benzoic acids,esters and amides to 2-arylpyrazolo(5,1-a)isoindol-8-ones

Abstract

Abstract 1. THE PROCESS OF CONTACTING A COMPOUND OF THE FORMULA 3-(B-CO-(Y1,(X)N-1,2-PHENYLENE)-),4-R,5-R1-PYRAZOLE WITH A CONDENSING AGENT CONSISTING OF A LOWER ALKANOIC ANHYDRIDE IN THE PRESENCE OF A TERTIARY AMINE SELECTED FROM THE GROUP CONSISTING OF PYRIDINE, TRIMETHYLAMINE, TRIETHYLAMINE, 1,4-DIAZABICYCLO (2.2.2.) OCTANE, QUINUCLIDINE, QUINOLINE, THE 2-, 3- AND 4-PICOLINES, THE 2,3,4-, 2,3,52,3,5- AND 2,4,6-COLLIDINES, THE 2,3-, 2,4-, 2,5-, 2,6-, 3,4AND 3,5-LUTIDINES, 1,4 - DIMETHYLPIPERAZINE, 4 - DIMETHYLAMINOPYRIDINE AND N,N-DIMETHYLANILINE, AT A TEMPERATURE RANGE OF 20-100*C. FROM 15 MINUTES UP TO 8 HOURS AND RECOVERING A PRODUCT OF THE FORMULA 2-R1,3-R,8-(O=),Y1,(X1)N-PYRAZOLO(5,1-A)ISOINDOLINE WHEREIN X1 IS H, C1, BR OR F; Y1 IS H, ALKYL OF 1 TO 4 CABON ATOMS, ALKOXY OF 1 TO 4 CARBON ATOMS, OR CF3; N IS A WHOLE NUMBER 1, 2, OR 3; R IS H, ALKYL OF 1 TO 4 CARBON ATOMS, OR TOGETHER WITH X IS -CH2-, -CH2CH2-, OR CH=CH- CONNECTING THE 4-POSITION OF THE PYRAZOLE RING TO THE 2-POSITION OF THE R1 SUBSTITUENT; R1 IS TERT-ALKYL OF 4 THROUGH 12 CARBON ATOMS, NAPHTHYL, PHENANTHRYL, X,Y,Z-PHENYL-, FUR-2-YL-, THIOPHEN-2-YL-, OR PYRIDINYL- IN WHICH X IS H, HALOGEN, ALKYL OF 1 TO 4 CARBON ATOMS, ALKOXY OF 1 TO 4 CARBON ATOMS, ALKYLTHIO OF 1 TO 4 CARBON ATOMS NO2, CH3SO2, CF3, CN, OR CARBOALKOXY OF 1 TO 4 CARBON ATOMS, Y IS H, HALOGEN, ALKOXY OF 1 TO 4 CARBON ATOMS OR ALKYL OF 1 TO 4 CARBON ATOMS; Z IS H, HALOGEN, ALKOXY OF 1 TO 4 CARBON ATOMS, OR ALKYL OF 1 TO 4 CARBON ATOMS; B IS OM OR NR2R3, IN WHICH M IS H, BENZYL, OR ALKYL OF 1-6 CARBON ATOMS, OPTIONALLY SUBSTITUTED WITH HYDROXY OR HALOGEN; AND R2 AND R3 ARE EACH HYDROGEN OR ALKYL OF 1 TO 6 CARBON ATOMS.

Inventors

• 👤 A Johnson

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