Phosphorus pentoxide in organic synthesis, VII. Synthesis of 3‐aryl‐3,7‐dihydro‐4 H ‐pyrrolo[2,3‐ d ]pyrimidin‐4‐imines

The title compounds 2 were prepared by treating 2‐(acetylamino)‐3‐pyrrolecarbonitriles 1 with a mixture of phosphorus pentoxide, N,N ‐dimethylcyclohexanamine, and an appropriate arylamine hydrochloride at 150–180°C. The importance of using absolutely anhydrous arylamine hydrochlorides is stressed be...

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Veröffentlicht in:Liebigs Annalen der Chemie 1983-12, Vol.1983 (12), p.2066-2072
Hauptverfasser: Girgis, Nabih S., Jørgensen, Anker, Pedersen, Erik B.
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container_issue 12
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container_title Liebigs Annalen der Chemie
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creator Girgis, Nabih S.
Jørgensen, Anker
Pedersen, Erik B.
description The title compounds 2 were prepared by treating 2‐(acetylamino)‐3‐pyrrolecarbonitriles 1 with a mixture of phosphorus pentoxide, N,N ‐dimethylcyclohexanamine, and an appropriate arylamine hydrochloride at 150–180°C. The importance of using absolutely anhydrous arylamine hydrochlorides is stressed because failing this, 4‐(arylamino)pyrrolo[2,3‐ d ]pyrimidines 4 can be formed as by‐products. – The results from pesticide and anticancer screenings are reported. Phosphorpentoxid in der Organischen Synthese, VII. ‐ Synthese von 3‐Aryl‐3,7‐dihydro‐4 H ‐pyrrolo[2,3‐ d ]pyrimidin‐4‐iminen Durch Umsetzung von 2‐(Acetylamino)‐3‐pyrrolcarbonitrilen 1 mit einer Mischung von Phosphorpentoxid, N,N ‐Dimethylcyclohexanamin und einem geeigneten Arylamin‐hydrochlorid bei 150–180 °C werden die Titelverbindungen 2 erhalten. Das verwendete Arylamin‐hydrochlorid muß absolut wasserfrei sein, da anderenfalls 4‐(Arylamino)pyrrolo[2,3‐ d ]pyrimidine 4 als Nebenprodukte entstehen können. – Die Ergebnisse der Prüfung auf Pestizid‐ und Antikrebs‐Wirksamkeit werden mitgeteilt.
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title Phosphorus pentoxide in organic synthesis, VII. Synthesis of 3‐aryl‐3,7‐dihydro‐4 H ‐pyrrolo[2,3‐ d ]pyrimidin‐4‐imines
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