ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Oxidative Coupling of N-Methylcarboxamides via Copper Complex Forming, I. Synthesis of a Piperazine with Dimethylformamide and Cuprous CyanideDry dimethylformamide reacts with cuprous cyanide in the presence of acetyl chloride and aerial oxygen to give 1,4-dimethyl-2,2,3,3-piperazinetetracarbonitrile (1). In 1 the 4 nitrile groups in C-2 and C-3 react, each group with a vicinal one, with methanolic ammonia to yield 2′,5′-diiminopyrrolidine rings (2). The saponfication reaction of 1 with sodium ethoxide solution with formation of 3 is described.
Notes:
Wasserfreies Dimethylformamid reagiert mit Kupfer(I)-cyanid in Gegenwart von Acetylchlorid und Luftsauerstoff zum 1,4-Dimethyl-2,2,3,3-piperazintetracarbonitril (1). In 1 reagieren je 2 vicinale Nitrilgruppen an C-2 und C-3 mit methanolischem Ammoniak zu 2′,5′-Diiminopyrrolidiniringen (2). Die Verseifung von 1 mit Natriumäthylat zu 3 wird beschrieben.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19751080402
Permalink