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Preparation of deuterated toluidines and xylidines

✍ Scribed by C. G. B. Frischkorn; H. Kohler; B. Rose; D. Unterlugauer; H. M. Conrad


Publisher
John Wiley and Sons
Year
1978
Tongue
French
Weight
232 KB
Volume
14
Category
Article
ISSN
0022-2135

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✦ Synopsis


Deuteration in definite positions of the aromatic ring system or in the side chain of different methyl anilines is achieved in D20 under different conditions: at 150Β°C and pH 3 deuteration occurs in ortho/para positions; whereas at 250Β°C and pH 3 a total deuteration of the aromatic system takes place (overall deuteration 82-99%). Perdeuteration (81-99% in the aromatic ring, 60-99% in the side chain) is obtained in high acidic medium (pH L 1 ) and at 250Β°C. The yield of the deuterated methyl anilines is generally high (40-100%) so that this reaction is a more attractive route for preparing methyl anilines and their derivatives than the conventional ways of synthesis. By using T20 instead of D20 it should be possible to prepare the appropriate tritium-labelled compounds.


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