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On the preparation and structure of some trans-fused ureas: Perhydro-trans-thieno[3,4-d]imidazol-2-one SS-dioxides

Ellis, F; Sammes, PG; Hursthouse, MB; Neidle, S; (1972) On the preparation and structure of some trans-fused ureas: Perhydro-trans-thieno[3,4-d]imidazol-2-one SS-dioxides. Journal of the Chemical Society, Perkin Transactions 1 pp. 1560-1563. 10.1039/P19720001560.

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Abstract

Reaction of trans-3,4-dibromotetrahydrothiophen dioxide with methylamine affords trans-tetrahydro-3 4-bis-(methylamino)thiophen dioxide. Reaction with phosgene then gave perhydro-1,3-dimethyl-trans-thieno-[3,4-d]imidazol-2-one SS-dioxide (3; R=Me), which was studied by X-ray crystallography. [Crystal data: a=8.616(3), b=15.280(5), c=7.409(3) Å β=102.62(4)°, space group C2/c, Z=4]. Ammonia gave a similar product. Piperidine also reacted with the dibromide to give the corresponding diamine, whereas pyridine afforded a novel pyridinium salt.

Type: Article
Title: On the preparation and structure of some trans-fused ureas: Perhydro-trans-thieno[3,4-d]imidazol-2-one SS-dioxides
DOI: 10.1039/P19720001560
UCL classification: UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy
URI: http://discovery.ucl.ac.uk/id/eprint/1378810
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