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Bildung von 2‐(1‐Methyl‐1, 4, 5, 6‐tetrahydropyridyl‐3)‐2‐oxazolin‐4‐on aus 1‐Methyl‐1, 4, 5, 6‐tetrahydronicotinsäureamid und Bromessigsäureäthylester und seine Überführung in O‐(1‐Methylnipecotinoyl)glykolsäureamid via das dazu tautomere Cyclol
Author(s) -
Troxler Franz
Publication year - 1973
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19730560545
Subject(s) - chemistry , ethyl bromoacetate , amide , medicinal chemistry , oxazoline , alkali metal , stereochemistry , organic chemistry , catalysis
The main product of the reaction between 1‐methyl‐1, 4, 5, 6‐tetrahydronicotin‐amide and ethyl bromoacetate is shown to be the 2‐(1‐methyl‐1, 4, 5, 6‐tetrahydropyridyl‐3)‐2‐oxazoline‐4‐one which on partial hydrogenation followed by reaction with alkali affords O‐(1‐methylnipecotinoyl)glycolic amide, presumably via the tautomeric cyclol.