Imidazole Derivatives of Barbituric Acid

1933 ◽  
Vol 55 (3) ◽  
pp. 1110-1111
Author(s):  
Millard S. Taggart ◽  
G. Holmes Richter
2020 ◽  
Vol 67 (9) ◽  
pp. 1668-1678
Author(s):  
A‐Liang Li ◽  
Ya‐Qun Yang ◽  
Wen‐Yan Wang ◽  
Qing‐Song Liu ◽  
Yue Sun ◽  
...  

Author(s):  
Thomas Gelbrich ◽  
Denise Rossi ◽  
Ulrich J. Griesser

Polymorph (Ia) of eldoral [5-ethyl-5-(piperidin-1-yl)barbituric acid or 5-ethyl-5-(piperidin-1-yl)-1,3-diazinane-2,4,6-trione], C11H17N3O3, displays a hydrogen-bonded layer structure parallel to (100). The piperidine N atom and the barbiturate carbonyl group in the 2-position are utilized in N—H...N and N—H...O=C hydrogen bonds, respectively. The structure of polymorph (Ib) contains pseudosymmetry elements. The two independent molecules of (Ib) are connectedviaN—H...O=C(4/6-position) and N—H...N(piperidine) hydrogen bonds to give a chain structure in the [100] direction. The hydrogen-bonded layers, parallel to (010), formed in the salt diethylammonium 5-ethyl-5-(piperidin-1-yl)barbiturate [or diethylammonium 5-ethyl-2,4,6-trioxo-5-(piperidin-1-yl)-1,3-diazinan-1-ide], C4H12N+·C11H16N3O3−, (II), closely resemble the corresponding hydrogen-bonded structure in polymorph (Ia). Like many other 5,5-disubstituted derivatives of barbituric acid, polymorphs (Ia) and (Ib) contain theR22(8) N—H...O=C hydrogen-bond motif. However, the overall hydrogen-bonded chain and layer structures of (Ia) and (Ib) are unique because of the involvement of the hydrogen-bond acceptor function in the piperidine group.


1925 ◽  
Vol 47 (4) ◽  
pp. 1124-1127 ◽  
Author(s):  
Vanderveer Voorhees ◽  
Glenn S. Skinner

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