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Electron impact induced rearrangement of 3,4-disubstituted 1,2,4-oxadiazole-5(4H)-thiones

✍ Scribed by Kalevi Pihlaja; Vladimir Ovcharenko; Hikmet Agirbas

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
56 KB
Volume
13
Category
Article
ISSN
0951-4198

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✦ Synopsis

The fragmentation behaviour of 3,4-disubstituted 1,2,4-oxadiazole-5(4H)-thiones under electron impact (EI) can be explained by postulating a predominant rearrangement to the corresponding 3,4-disubstituted 1,2,4-thiadiazole-5(4H)-ones before further fragmentation. This postulate is confirmed by a comparison with the EI spectra of the latter compounds obtained independently by thermal rearrangement since they do not undergo a reverse rearrangement under EI. Derivatives with a butyl group at C-3 or a propyl group at N-4 fragment mainly via the [M-C 4 H 8 ] Á or [M-C 3 H 6 ] Á ions, respectively, the decomposition of which resembles closely that of the diaryl-or dimethyl-substituted derivatives.

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