A facile synthesis of (15N2) malononitrile

Avital Laxer; Bilha Fischer

doi:10.1002/(SICI)1099-1344(200001)43:1<47::AID-JLCR289>3.0.CO;2-K

A facile synthesis of (¹⁵N₂) malononitrile

Avital Laxer, Bilha Fischer

Department of Chemistry

Bar-Ilan University

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

The first synthesis of doubly ¹⁵N-labelled malononitrile is described and its spectral properties are provided. A highly pure, (¹⁵N₂) malononitrile is obtained in a facile and simple two-step synthesis which include reaction of diethyl malonate with 25% ¹⁵NH₄OH at room temperature overnight to form (¹⁵N₂)-malonodiamide in 84% yield, and dehydration of the latter by POCl₃ in acetonitrile to (¹⁵N₂) malononitrile (75%). The choice of reagents, and simple solutions for work-up, are discussed.

Original language	English
Pages (from-to)	47-53
Number of pages	7
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	43
Issue number	1
DOIs	https://doi.org/10.1002/(SICI)1099-1344(200001)43:1<47::AID-JLCR289>3.0.CO;2-K
State	Published - 2000

Keywords

(N) malononitrile
(N)-malonodiamide

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10.1002/(SICI)1099-1344(200001)43:1<47::AID-JLCR289>3.0.CO;2-K

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abstract = "The first synthesis of doubly 15N-labelled malononitrile is described and its spectral properties are provided. A highly pure, (15N2) malononitrile is obtained in a facile and simple two-step synthesis which include reaction of diethyl malonate with 25% 15NH4OH at room temperature overnight to form (15N2)-malonodiamide in 84% yield, and dehydration of the latter by POCl3 in acetonitrile to (15N2) malononitrile (75%). The choice of reagents, and simple solutions for work-up, are discussed.",

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AU - Laxer, Avital

AU - Fischer, Bilha

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N2 - The first synthesis of doubly 15N-labelled malononitrile is described and its spectral properties are provided. A highly pure, (15N2) malononitrile is obtained in a facile and simple two-step synthesis which include reaction of diethyl malonate with 25% 15NH4OH at room temperature overnight to form (15N2)-malonodiamide in 84% yield, and dehydration of the latter by POCl3 in acetonitrile to (15N2) malononitrile (75%). The choice of reagents, and simple solutions for work-up, are discussed.

AB - The first synthesis of doubly 15N-labelled malononitrile is described and its spectral properties are provided. A highly pure, (15N2) malononitrile is obtained in a facile and simple two-step synthesis which include reaction of diethyl malonate with 25% 15NH4OH at room temperature overnight to form (15N2)-malonodiamide in 84% yield, and dehydration of the latter by POCl3 in acetonitrile to (15N2) malononitrile (75%). The choice of reagents, and simple solutions for work-up, are discussed.

KW - (N) malononitrile

KW - (N)-malonodiamide

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A facile synthesis of (¹⁵N₂) malononitrile

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