RO87060B - Process for the preparation of 5-hydroxy-3, 4-dihydro-2h-benzopyran derivatives - Google Patents

Process for the preparation of 5-hydroxy-3, 4-dihydro-2h-benzopyran derivatives

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Publication number
RO87060B
RO87060B RO110333A RO11033383A RO87060B RO 87060 B RO87060 B RO 87060B RO 110333 A RO110333 A RO 110333A RO 11033383 A RO11033383 A RO 11033383A RO 87060 B RO87060 B RO 87060B
Authority
RO
Romania
Prior art keywords
formula
dihydro
hydroxy
preparation
benzopyran derivatives
Prior art date
Application number
RO110333A
Other languages
Romanian (ro)
Other versions
RO87060A (en
Inventor
James Frederick Eggler
Michael Ross Johnson
Sherman Lawrence Melvin
Original Assignee
Pfizer Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US06/457,171 external-priority patent/US4486428A/en
Application filed by Pfizer Inc. filed Critical Pfizer Inc.
Publication of RO87060B publication Critical patent/RO87060B/en
Publication of RO87060A publication Critical patent/RO87060A/en

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyrane Compounds (AREA)

Abstract

Inventia se refera la un procedeu pentru prepararea unro derivati de 5-hidroxi-3,4-dihidro-2H-benzopiran cu formula generala I: (vezi formula) în care Q este o grupa NHCOR, NHCONH2, NHAr, NHOH, NR2R3CN sau CH2CO2H5 în care R1 este o grupare alchil cu 1...4 atomi de carbon, fenil sau feniletil, Ar reprezinta un radical: (vezi formula) în care R4 este un hidrogen sau metil, R2 si R3 reprezinta fiecare hidrogen sau un radical alchil cu 1...4 atomi de carbon, caracterizat prin aceea ca un compus cu formula II: (vezi formula) reactioneaza cu un compus cu formula III a sau III b: (vezi formula) în care Q are semnificatiile susmentionate iar Met reprezinta Na, K sau Li, la o temperatura cuprinsa între 20...160 degree C, în mediu de solvent ales dintre tetrahidrofuran sau piridina, formîndu-se un produs intermediar cu formula generala IV: (vezi formula) în care Q are semnificatiile susmentionate, care se supune debenzilarii prin hidrigenoliza în prezenta de catalizator de Pd/C, la presiune atmosferica.The invention relates to a process for the preparation of 5-hydroxy-3,4-dihydro-2H-benzopyran derivatives of the general formula I wherein Q is a group NHCOR, NHCONH2, NHAr, NHOH, NR2R3CN or CH2CO2H5 wherein R 1 is a C 1-4 alkyl group, phenyl or phenylethyl group, Ar is a radical: wherein R 4 is hydrogen or methyl, R 2 and R 3 are each hydrogen or an alkyl radical of 1 to 4 carbon atoms, characterized in that a compound of formula II: (see formula) is reacted with a compound of formula IIIa or IIIb: wherein Q is as defined above and Met is Na, K or Li at a temperature in the range of 20-160 ° C in a solvent medium chosen from tetrahydrofuran or pyridine to form an intermediate of general formula IV wherein Q has the abovementioned meanings, is debenzylated by hydrogenolysis in the presence of a Pd / C catalyst at pre atmospheric air.

RO83110333A 1983-01-13 1983-03-15 PROCESS FOR THE PREPARATION OF 5-HYDROXY-3,4-DIHYDRO-2H-BENZOPYRANES DERIVATIVES RO87060A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/457,171 US4486428A (en) 1982-03-16 1983-01-13 Bicyclic benzo fused compounds

Publications (2)

Publication Number Publication Date
RO87060B true RO87060B (en) 1985-08-31
RO87060A RO87060A (en) 1985-08-31

Family

ID=23815721

Family Applications (1)

Application Number Title Priority Date Filing Date
RO83110333A RO87060A (en) 1983-01-13 1983-03-15 PROCESS FOR THE PREPARATION OF 5-HYDROXY-3,4-DIHYDRO-2H-BENZOPYRANES DERIVATIVES

Country Status (3)

Country Link
CS (1) CS249127B2 (en)
PL (1) PL140273B1 (en)
RO (1) RO87060A (en)

Also Published As

Publication number Publication date
PL241025A1 (en) 1985-04-09
CS249127B2 (en) 1987-03-12
PL140273B1 (en) 1987-04-30
RO87060A (en) 1985-08-31

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