2-[(Cyclohex-3-en-1-ylmethoxy)methyl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione
نویسندگان
چکیده
In the title 1,2,4-triazine derivative, C(17)H(19)N(3)O(3), the heterocyclic ring is planar (r.m.s. deviation = 0.040 Å) and effectively coplanar with the adjacent phenyl ring [dihedral angle = 4.5 (2)°] but almost perpendicular to the (cyclo-hex-3-en-1-ylmeth-oxy)methyl residue [N-N-C-O torsion angle = 71.6 (5)°], so that the mol-ecule has an 'L' shape. Supra-molecular chains along [001] are formed in the crystal via N-H⋯O hydrogen bonds where the acceptor O atom is the ether O atom. The adjacent carbonyl O atom forms a complementary C-H⋯O contact resulting in the formation of a seven-membered {⋯HNCO⋯HCO} heterosynthon; the second carbonyl O atom forms an intra-molecular C-H⋯O contact. Chains are connected into a supra-molecular layer in the ac plane by π-π inter-actions [ring centroid-centroid distance = 3.488 (3) Å]. The central atom in the -CH(2)CH(2)C(H)= residue of the cyclo-hexene ring is disordered over two sites, with the major component having a site-occupancy factor of 0.51 (2).
منابع مشابه
6-Hydroxy-1,2,4-triazine-3,5(2H,4H)-dione Derivatives as Novel d-Amino Acid Oxidase Inhibitors
A series of 2-substituted 6-hydroxy-1,2,4-triazine-3,5(2H,4H)-dione derivatives were synthesized as inhibitors of D-amino acid oxidase (DAAO). Many compounds in this series were found to be potent DAAO inhibitors, with IC50 values in the double-digit nanomolar range. The 6-hydroxy-1,2,4-triazine-3,5(2H,4H)-dione pharmacophore appears metabolically resistant to O-glucuronidation unlike other str...
متن کامل2-{[(2-Methylprop-2-en-1-yl)oxy]methyl}-6-phenyl-2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione
The 1,2,4-triazine ring in the title compound, C(14)H(15)N(3)O(3), is approximately planar (r.m.s. deviation = 0.019 Å); the C atom at the 6-position deviates by 0.026 (2) Å from the mean plane whereas the C atom at the 2-position deviates by 0.166 (4) Å in the opposite direction. The triazine ring is oriented at 8.60 (13)° with respect to the phenyl ring. The imino group is hydrogen-bond donor...
متن کاملRing Cleavage of Some Bicylic Compounds Derived from 1,2,4-Triazine
Ring cleavage occurred when 1,2,4-triazino-1,2,4-triazines (3), (4) and (5) were treated with concentrated hydrochloric acid to yield N-substituted triazines (7) and (8). These confirm the given configuration assigned to the isomeric triazinotriazines. 6-Methyl-2-phenyl-7H-oxazolo [3,2-b][1,2,4]-triazin-7-one (9) underwent ring cleavage on treatment with sodium alkoxide to afford 3-alkoxy-1...
متن کاملAn Optimized Synthesis, Molecular Structure and Characterization of Benzylic Derivatives of 1,2,4-Triazin-3,5(2H,4H)-dione.
4-Benzyl-1,2,4-triazin-3,5(2H,4H)-dione (3-benzyl-6-azauracil, 2), and 2,4-dibenzyl-1,2,4-triazin-3,5(2H,4H)-dione (1,3-dibenzyl-6-azauracil, 3) were synthesized by the reaction of 1,2,4-triazin-3,5(2H,4H)-dione (6-azauracil, 1) with benzyl bromide and potassium carbonate in dry acetone via the 18-crown-6-ether catalysis. In these reaction methods, we developed more convenient and efficient met...
متن کاملSYNTHESIS OF SELENAZOL0[3,2-b] [ 1,2,4] TRIAZINE AND SELENAZOLO [2,3-C] [I ,2,4] TRIAZINE
6-Methyl- 1,2,4-triazine-3-(2H)-selenone-5(4H)-one(l) reacts in the presence of base with phenacyl bromide to give a mixture of compounds (2) and (3). This mixture is dehydrated in the presence of H,SO, to give 3-phenyl-6 methyl-7H-selenazolo[3,2-b] [I ,2,4] triazin-7-one (6). For careful structure assignment of (6) its regioisomer 3-methyl-6-phenyl-4H-selenazolo [2,3-c] [ 1,2,4] triazin-4-one...
متن کامل