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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 181, 2006 - Issue 12
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Original Articles

The Preparation of Acylselenourea and Selenocarbamate Using Isoselenocyanate

Mamoru Koketsu Division of Instrumental Analysis, Life Science Research Center, Gifu University, Gifu, Japan
,
Yusuke Yamamura Department of Chemistry, Gifu University, Gifu, Japan
,
Hiroshi Aoki Department of Chemistry, Gifu University, Gifu, Japan
&
Hideharu Ishihara Department of Chemistry, Gifu University, Gifu, Japan
Pages 2699-2708 | Received 17 Nov 2005, Accepted 04 May 2006, Published online: 22 Nov 2006
 
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Abstract

Acyl isoselenocyanates were prepared by a reaction of acyl chloride with KSeCN. The acyl isoselenocyanates formed in situ were ready for further reaction without concentration. N-Acyl selenoureas were obtained by a reaction of acyl isoselenocyanates with amines. The reaction of acyl isoselenocyanates with nucleophiles gave the corresponding selenocarbamate. All the compounds were well characterized by using spectral data, such as 13C and 77Se NMR and X-ray diffraction.

Acknowledgments

This work was supported by a Grant in Aid for Science Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan (No. 17550099) to which we are grateful.

Notes

aA product was generated in a reaction mixture in situ quantitatively. However, it decomposed in the process of purification.

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