- Study of the methylation reaction of 2,4-dinitroimidazole and potassium 2,4,5-trinitroimidazol-1-ide with dimethyl sulfate
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[Figure not available: see fulltext.] The methylation of 2,4-dinitroimidazole and potassium salt of 2,4,5-trinitroimidazole with dimethyl sulfate was reinvestigated. When the reaction system contained a weak base, the reaction products were 1-methyl-2,4-dinitroimidazole and 1-methyl-2,4,5-trinitroimidazole, respectively. However, in the absence of a base in the reaction system, the products contained oxidation byproducts 1-methylimidazolidine-2,4,5-trione, 1,3-dimethylimidazolidine-2,4,5-trione and recovered starting materials. All products were characterized using FT-IR, NMR, and elemental analysis. The structure of 1-methylimidazolidine-2,4,5-trione and 1,3-dimethylimidazolidine-2,4,5-trione were further confirmed by single crystal X-ray diffraction.
- Lian, Peng-Bao,Yuan, Yuan,Chen, Jian,Chen, Li-Zhen,Wang, Jian-Long
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Read Online
- 5,5′-bipyridyl-2,4,6,2′,4′,6′-hexaone derivatives (hydurilic acids): Syntheses, mechanism of C-C-Bond formation and properties of the dimeric barbituric acid derivatives
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A series of hydurilic acid derivatives (5,5′-bipyrimidinyl-2,4,6,2′,4′,6′-hexaones) including several new derivatives was synthesized from 5,6-diaminouracils. Mechanisms for their formation are proposed and discussed. Furthermore, a new method for the preparation of pyrimidine-2,4,5,6-tetraone-5-oxime derivatives (violuric acids) was found starting from 5-amino-6-nitrosouracils.
- Mueller, Christa E.,Roegler, Carolin,Hockemeyer, Joerg
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experimental part
p. 703 - 720
(2009/12/26)
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- Ozonolysis of Uracils in Water
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The ozonolysis of uracils unsubstituted at the 1-position gave new 1-acyl-5-hydroxyhydantoins and 5-hydroxyhydantoins in water, while that of 1-substituted uracils gave the corresponding 5-hydroxyhydantoins in low yields.The structure of 1-acetyl-5-hydroxy-5-methylhydantoin was determined by X-ray crystallography.
- Matsui, Masaki,Nakazumi, Hiroyuki,Kamiya, Kazusaki,Yatome, Chizuko,Shibata, Katsuyoshi,Muramatsu, Hiroshige
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p. 723 - 724
(2007/10/02)
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- 2-Amino-1-methyl-1H-imidazole-4,5-dione: Synthesis and the Dimroth Type Rearrangement to Creatone (2-Methyl-amino-1H-imidazole-4,5-dione)
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Treatment of creatinine with BOC-ON gave 2-t-butoxycarbonylamino-1-methyl-1,5-dihydro-4H-imidazol-4-one, which was oxidized with mercury(II) acetate to the corresponding 1H-imidazole-4,5-dione.Deprotection of the amino group of this dione afforded the title compound 4, which in turns was shown to undergo a facile, Dimroth-type rearrangement under weakly acidic conditions to give creatone, thus proving 4 to be the key intermediate in the formation of creatone from various starting materials.The equilibria among these compounds are discussed.
- Yamamoto, Hiroshi,Ohira, Chikara,Aso, Toshiaki,Pfleiderer, Wolfgang
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p. 4115 - 4120
(2007/10/02)
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- THE STRUCTURE OF THEOBROMURIC ACID
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The structure of theobromuric acid was revised and the correct 8a-hydroxy-1,2,3,4,6,7,8,8a-octahydro-1,7-dimethyl-2,4,6,8-tetraoxoimidazo -1,3,5-triazine (5a) formula was assigned on the basis of chemical and spectroscopic evidence.
- Poje, M.,Palkovic, A.
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p. 3173 - 3176
(2007/10/02)
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