ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Chemistry of 1,2,4-Triazines, IX: Reactions of 1,2,4-Triazine N-Oxides with DienophilesThe 1,2,4-triazine 4-oxides 8a-g react with 1-ethoxy-N,N-dimethylvinylamine (2a) to give the 5-methyl-1,2,4-triazines 3a-e, 6-, and 5-(2-dimethylamino-1-propenyl)-1,2,4-triazine 4-oxide 14a, b, 8a, b with 1-ethoxy-N,N-dimethyl-1-propenylamine (2b) affords the 2-(1,2,4-triazin-5-yl)-propionamides 17a, b. No reaction was observed between the 1,2,4-triazine 1-oxides 20a, b and 2a. The 1,2,4-triazine 4-oxides 8a-d are reduced by N,N-diethyl-1-propynylamine (4) to give the 1,2,4-triazines 3f-i, which react with excess 4 by a [4 + 2]-cycloaddition reaction to yield the pyrimidines 5a-c.
Notes:
Die 1,2,4-Triazin-4-oxide 8a-g reagieren mit 1-Ethoxy-N,N-dimethylvinylamin (2a) zu 5-Methyl-1,2,4-triazinen 3a-e, 6- und 5-(2-Dimethylamino-1-propenyl)-1,2,4-triazin-4-oxid 14a, b, 8a, b ergeben mit 1-Ethoxy-N,N-dimethyl-1-propenylamin (2b) die 2-(1,2,4-Triazin-5-yl)propionamide 17a, b. Zwischen den 1,2,4-Triazin-1-oxiden 20a, b und 2a konnte keine Reaktion beobachtet werden. Die 1,2,4-Triazin-4-oxide 8a-d werden durch N,N-Diethyl-1-propinylamin (4) zuerst zu den 1,2,4-Triazinen 3f-i reduziert, anschließend entstehen über eine [4 + 2]-Cycloaddition die Pyrimidinderivate 5a-c.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19781110122
