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Heilmittelchemische Studien in der heterocyclischen Reihe. 29. Mitteilung. Hydropyridine III. Die Anlagerung von Phenylacetonitril an 1-Methyl-3-cyan-1,6-dihydro-pyridin

✍ Scribed by K. Schenker; J. Druey

Publisher: John Wiley and Sons
Year: 1959
Tongue: German
Weight: 448 KB
Volume: 42
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19590420728

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✦ Synopsis

Abstract

Base‐catalysed addition of phenylacetonitrile to 1‐methyl‐3‐cyano‐1, 6‐dihydropyridine (II) is shown to give α‐[1‐methyl‐3‐cyano‐1.4.5.6‐tetrahydro‐pyridyl‐(4)]‐phenylacetonitrile (VI). The structure of VI has been proved by its reduction to the saturated dicyano compound VIII, which has also been synthesized by the MICHAEL‐ type addition of phenylacetonitrile to 1‐methyl‐3‐cyano‐l.2.5.6‐tetrahydro‐pyridine (IX).

📜 SIMILAR VOLUMES

Heilmittelchemische Studien in der heter

Heilmittelchemische Studien in der heterocyclischen Reihe. 28. Mitteilung. Hydropyridine II Die Reaktion von 1-Methyl-3-cyan-1,6-dihydro-pyridin mit Maleinsäureanhydrid

✍ K. Schenker; J. Druey 📂 Article 📅 1959 🏛 John Wiley and Sons 🌐 German ⚖ 257 KB

## Abstract 1‐Methyl‐3‐cyano‐l, 6‐dihydro‐pyridine (III) was allowed to react under mild conditions with maleic anhydride. After acid hydrolysis of the resulting adduct IV, followed by esterification of the dicarboxylic acid V, 2‐methyl‐5,6‐dicarbomethoxy‐7‐cyano‐2‐aza‐bicyclo[2.2.2]octene‐(7) (VI)