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《Tetrahedron letters》1987,28(9):939-942
Racemic 3-amino-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one, 2, was prepared in four steps utilizing a novel mercuric ion assisted ammonia displacement of an N-acyl alkylthioglycine amide 5. 相似文献
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Giuseppe Bruno Francesco Nicoló Archimede Rotondo Rosaria Gitto Maria Zappalá 《Acta Crystallographica. Section C, Structural Chemistry》2001,57(10):1225-1227
The title compound, C17H16N2O3, is an antagonist for AMPA/kainate receptors. The molecule has its seven-membered oxadiazole ring in a boat conformation. Asymmetry of the two methoxy bond angles is evident, with (Me)O—C—C angles of 115.45 (12) and 124.78 (13)°, and 114.67 (12) and 125.31 (12)°. A centrosymmetric dimer involving the HN—CO moieties, with an N⃛O distance of 2.876 (2) Å, graph set R(8), is further linked into chains through methoxy Csp3—H⃛N hydrogen bonds, with a C⃛N distance of 3.418 (2) Å. 相似文献
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Z. F. Solomko V. N. Proshkina N. Ya. Bozhanova S. V. Loban' L. N. Babichenko 《Chemistry of Heterocyclic Compounds》1984,20(2):183-185
4-Phenyl-2,3-dihydro-1H-1,5-benzodiazepin-2-one reacts with the Vilsmeier reagent to give a 3-dimethylaminomethylidene derivative, the hydrolysis of which leads to 3-formyl-4-phenyl-2,3-dihydro-1H-1,5-benzodiazepinone.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 223–225, February, 1984. 相似文献
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Monobromo and dibromo derivatives were synthesized by bromination of 4-phenyl-2,3-dihydro-1H-1,5-benzodiazepin-2-one with bromine under various conditions and with N-bromosuccinimide in CCl4. 7-Bromo- and 8-bromo-4-phenyl-2,3-dihydro-1H-1,5-benzodiazepin-2-ones were obtained by condensation of 4-bromo-o-phenylenediamine with benzoylacetic ester in refluxing xylene. The UV and PMR spectra of the products are discussed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 411–415, March, 1978. 相似文献
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S. A. Andronati A. A. Dvorkin T. I. Korotenko T. A. Voronina Yu. A. Simonov T. A. Shibanova 《Chemistry of Heterocyclic Compounds》1982,18(7):755-758
5-Methyl-1,2-dihydro-3H-1,4-benzodiazepin-2-one, which is an antagonist of 5-aryl-1,2-dihydro-3H-1,4-benzodiazepin-2-ones, was subjected to a complete x-ray diffraction study. The crystals have monoclinic syngony witha = 11.456(5), b = 8.195(3), c = 9.257(4) Å, = 93.10(3) °, and space group P21/b. The nonplanar molecules (with a boat conformation) form cyclic dimers by means of NH...O hydrogen bonds (2.937 Å) in the vicinity of the center of symmetry (0, 0, 1/2). Replacement of the phenyl ring in the 5 position by a less bulky methyl group does not lead to appreciable changes in the geometry and conformation of the heteroring. It is assumed that the substituent in the 5 position plays a role in determining the character of the pharmacological action of 1,4-benzodiazepines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 985–988, July, 1982. 相似文献
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Z. F. Solomko V. I. Sheremet M. P. Khmel' V. I. Avramenko V. N. Proshkina 《Chemistry of Heterocyclic Compounds》1982,18(3):307-310
The chlorination of 4-phenyl-2,3-dihydro-1H-1,5-benzodiazepin-2-one with N-chlorosuccinimide takes place at the methylene group to give mono and diehloro derivatives. In the reaction of the diazepinone with sulfuryl chloride chlorine is incorporated in the 1 or 3 position or in both the 1 and 3 positions, as well as in the para position of the phenyl substituent; in the presence of anhydrous aluminum chloride substitution takes place in the methylene group of the heteroring and in the 8 position of the annelated benzene ring.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 405–409, March, 1982. 相似文献
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A. E. Shalamov A. I. Yanovskii Yu. T. Struchkov O. V. Agashkin A. P. Logunov T. I. Rabetskaya Yu. G. Bosyakov 《Journal of Structural Chemistry》1990,31(1):170-172
Chemical Sciences Institute, Kazakh Academy of Sciences. Institute for Heteroorganic Compounds, USSR Academy of Sciences. Translated from Zhurnal Strukturnoi Khimii, Vol. 31, No. 1, pp. 184–186, January–February, 1990. 相似文献
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Analysis of the UV spectra of the reaction products shows that in the nitration of 4-phenyl-2,3-dihydro-1H-1,5-benzodiazepin-2-one the nitro group is directed to the benzodiazepine ring rather than to the phenyl ring to give a 7-nitro derivative.Translated from Khimiya Geterotsiklieheskikh Soedinenii, No. 4, pp. 525–528, April, 1977. 相似文献
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Highly substituted, novel, 1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-ones were obtained by direct nitration of the corresponding mono- or di-substituted 5-phenyl-1,4-benzodiazepines. Substituent effects and the orientation of aromatic substituents in the nitration products are discussed. The single-crystal X-ray structural data for one of these products, 18 , is given. 相似文献
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A novel method for N-methylation of the cyclic amide in the 1,4-benzodiazepine ring system is presented. Methods traditionally used involve treatment of the 1,4-benzodiazepinone anion with an alkyl halide. It has been demonstrated that these derivatives can be methylated on the amide nitrogen atom by use of dimethyl-formamide dimethyl acetal which acts as both reagent and solvent for the reaction. 相似文献
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Shen K. Yang 《中国化学会会志》1998,45(5):635-642
Diazepam ( 1 ) is a frequently prescribed hypnotic/anxiolytic drug worldwide. 7-Chloro-1,3-dihydro-l-methyl-5-phenyl-2H-1,4-benzodiazepin-2,2-dioxide ( 2 ) is an initial alkaline hydrolysis product of 1. The mechanisms in the conversion of 2 to 2-methylamino-5-chloro-α-(phenylbenzylidene)glycinate ( 3 ), 2-methylamino-5-chlorobenzophenone ( 4 ), and 1 in aqueous solutions with pH ranging from 0 to 12.2 is the subject of this report. Results of temperature-dependent hydrolysis kinetics and product identification indicated that: (1) in solutions with pH between 7 and 12.2, 2 underwent a ring-opening reaction to form 3; the rate decreased with increasing pH. (2) In solutions with pH between 2 and 7, 2 was rapidly converted to 3, followed by a pH-dependent conversion to 4 ; the rate increased with decreasing pH and became less sentitive to pH at pH ≤ 4.5. (3) In solutions with pH between 0 and 2, 2 was rapidly converted to 4 and 1; the percentage of 1 increased with decreasing pH. (4) A 2 containing one oxygen-18 atom lost 50% of its oxygen-18 following conversion to 1 in 1 M HCl. In addition to understanding the mechanism in the transformations of 2 in various pH solutions, this study established a simple and efficient method in the quantitative conversion of 1 to 4 and in the preparation of an oxygen-18-containing 1 at C2 position. 相似文献