Abstract
When glycoluril was oxidised with potassium persulfate, the main product was imidazolidine-2,4,5-trione. The structure of product was confirmed by IR, ESI, 1H NMR and X-ray crystal structure determination.
References
1.
Adiba M.
,
Sheibani E.
,
Bijanzadeh H.R.
, and
Zhu L.G.
, Tetrahedron , 2008 , 64 , 10681 .
2.
Biltz H.
, and
Topp E.
, Ber. Dtsch. Chem. Ges. , 1913 , 46 , 1387 .
3.
Matsui M.
,
Kamiya K.
,
Shibata K.
, and
Muramatsu H.
, J. Org. Chem. , 1990 , 55 , 1396 .
4.
Ulrich H.
, and
Sayigh A.A.R.
, Angew. Chem. 1966 , 78 , 761 .
5.
Laursen P.H.
,
Thews W.A.
, and
Christensen B.E.
, J. Org. Chem. , 1957 , 22 , 274 .
6.
Hofmann J.
,
Just G.
,
Pritzkow W.
, and
Schmidt H.
, J. Prakt. Chem. , 1992 , 334 , 293 .
7.
Petersen H.
, Synthesis , 1973 , 05, 243 .
8.
Behrend R.
,
Meyer E.
, and
Rusche F.
, Justus Liebigs Ann. Chem. , 1905 , 339 , 1 .
9.
Masson E.
,
Ling X.
,
Joseph R.
,
Mensah L.K.
, and
Lu X.
, RSC Adv. , 2012 , 2 , 1213 .
10.
Sherrill W.M.
,
Johnson E.C.
, and
Paraskos A.J.
, Propellants Explos. Pyrotech. , 2014 , 39 , 90 .
11.
Kolbel M.
,
Menger F.M.
, Adv. Mater. 2001 , 13 (14 ), 1115 .
12.
Shin M.
,
Kim M.H.
,
Ha T.
,
Jeon J.
,
Chung K.
,
Kim J.S.
, and
Kim Y.G.
, Tetrahedron , 2014 , 70 , 1617
13.
Svec J.
,
Dusek M.
,
Fejfarova K.
,
Stacko P.
,
Klán P.
,
Kaifer A.E.
,
Li W.
,
Hudeckova E.
, and
Sindelar V.
, Chem. Eur. J. , 2011 , 17 , 5605 .
14.
Popoyić T.
,
Sokolić L.
,
Modrić N.
,
Palković A.
, and
Poje M.
, Tetrahedron , 1991 , 47 , 317
15.
Tayebee R.
,
Esmaeil R.S.
, and
Behrooz M.
, Lett. Org. Chem. , 2012 , 9 , 183 .
16.
Kang J.
,
Meissner R.S.
,
Wyler R.
, and
Mendoza J.
Jr.
, Bull. Korean Chem. Soc. , 2000 , 21 , 221 .
17.
Bi F.Q.
,
Yao J.L.
, and
Wang B.Z.
, Chin. J. Org. Chem. , 2011 , 31 , 1893 .
18.
Jon S.Y.
,
Selvapalam N.
,
Oh D.H.
,
Kang J.K.
,
Kim S.Y.
,
Jeon Y.J.
,
Lee J.W.
, and
Kim K.
, J. Am. Chem. Soc. , 2003 , 125 , 10186 .
19.
Tu S.J.
,
Zhu X.T.
,
Fang F.
,
Zhang X.J.
,
Zhu S.L.
,
Li T.J.
,
Shi D.Q.
,
Wang X.S.
, and
Ji S.J.
, Chin. J. Chem. , 2005 , 23 , 596 .
20.
Beijer F.H.
,
Kooijman H.
,
Spek A.L.
,
Sijbesma R.P.
, and
Meijer E.W.
, Angew. Chem. Int. Ed. , 1998 , 37 , 75 .
21.
Colman P.M.
, and
Medlin E.H.
, Acta Crystallogr. B , 1970 , 26B , 1547
22.
Matsui M.
,
Kamiya K.
,
Shibata K.
, and
Muramatsu H.
, J. Org. Chem. , 1990 , 55 , 1396 .
