共查询到20条相似文献,搜索用时 15 毫秒
1.
A POCl3 catalyzed, efficient, one-step and solvent-free synthesis of novel thieno[2,3-d]pyrimidin-4(3H)-one derivatives from 2-amino-4,5-substitutedthiophene-3-carbonitrile has been developed under conventional heating and microwave irradiation. The formation of compounds was confirmed using elemental analysis and spectroscopic techniques like IR, NMR (1H and 13C) and mass spectroscopy. Furthermore, they were screened in vitro to study their antimicrobial activity, which shows weak to moderate activity against all tested microorganisms. 相似文献
2.
The carbodiimide 2,obtained from the aza-Wittig reactions of iminophosphorane 1 with alkyl isocyanates,reacted with primary amino to give 2-alkylamino benzo[b]thieno[3,2-d]pyrimidin-4(3H)-ones 4 and 5.The formation mechanism of the title compounds has been investigated. 相似文献
3.
以2-氨基-4-三氟甲基-5-甲基-噻吩-3-羧酸乙酯(1)为起始原料制得膦亚胺2.在碳酸钾的催化下,膦亚胺2与芳基异氰酸酯和伯二胺的氮杂Wittig反应制得嘧啶环上2,2’取代的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]3;膦亚胺2与烷基异氰酸酯和伯二胺的氮杂Wittig反应制得嘧啶环上3,3’取代的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]4.化合物3的核磁共振氢谱表明关环反应在嘧啶环的2,2’位;化合物4的核磁共振氢谱表明关环反应在嘧啶环的3,3’位.对合成反应机理的推导及目标产物核磁共振氢谱数据的分析解释了此合成反应的选择性. 相似文献
4.
2-氨基-4-三氟甲基-5-甲基-噻吩-3-羧酸乙酯(1)与三苯基膦、六氯乙烷及三乙胺反应,以84%的产率得到膦亚胺2.在碳酸钾的催化下,膦业胺2与芳基异氰酸酯和双官能亲核试剂的串联氮杂Wittig反应制得新型桥连的双[噻吩并[2,3-d]嘧啶-4(3H)-酮]3,产率为58%~82%.所有产物结构经IR,1HNMR,MS表征和元素分析确证. 相似文献
5.
We have developed a method for obtaining 2-substituted 3-amino-6,6-dimethyl-5,6-dihydro-8H-pyrano[4′,3′:4,5]-and 5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-ones,
converted by deamination to the corresponding dihydropyranothieno-3H-pyrimidinones.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 441–444, March, 2006. 相似文献
6.
Synthesis and Crystal Structure of 2-Ethoxy-3-n-butyl-benzofuro[2,3-d]pyrimidin-4(3H)-one 总被引:1,自引:1,他引:0
HU Yang-Gen DING Ming-Wu 《结构化学》2008,27(1):21-24
The crystal structure of the new title compound 2-ethoxy-3-n-butyl- benzofuro[2,3d]pyrimidin-4(3H)-one (C16H18N2O3, Mr = 286.32) has been prepared and determined by singlecrystal X-ray diffraction. The crystal is of monoclinic, space group P21/c with a = 13.7167(14), b = 13.113(1), c = 8.378(1) A, β = 98.992(2)^o, V = 1488.4(3) A^3, Z = 4, Dc = 1.278, F(000) = 608, μ = 0.089 mm^-1, MoKa radiation (2 = 0.71073), R = 0.0498, wR = 0.1238 for 2336 observed reflections with I 〉 2σ(I). X-ray diffraction analysis reveals that all ring atoms in the benzo[4, 5]furo [2,3-d] pyrimi- dinone moieties are almost coplanar. 相似文献
7.
《印度化学会志》2023,100(1):100862
This paper describes synthesis of novel 4H-Chromeno[2,3-d] pyrimidin-2-one compounds by green chemistry method using l-proline as the catalyst. Firstly, a one-pot reaction of resorcinol, malononitrile, and benzaldehyde with proline in water at room temperature on reaction gave 2-amino-7-hydroxy-4-phenyl-4H-1-benzopyran-3-carbonitrile and in next step (2-amino-7-hydroxy-4-phenyl-4H-1-benzopyran-3-carbonitrile was alkylated in the presence of K2CO3 in dry acetone at 70–80 °C to give substituted benzopyran 3-carbonitriles. The amino and carbonitrile parts in the substrate were converted into different novel substituted chromeno derivatives on cyclization with urea. The presence of a pyrimidine ring makes this moiety highly biologically efficient. 相似文献
8.
以环己酮、氰乙酸乙酯、硫粉和吗啉为原料,依次通过Gewald反应、关环反应、Chan-Lam偶联反应和Claisen-Schmidt缩合反应以23.9%-40.9%的总收率合成了18个新型5,6,7,8-四氢苯并[4,5]噻吩并[2,3-d]嘧啶-4(3H)-酮类查尔酮化合物,所有化合物结构经过了1H NMR和MS的确证。初步的生物活性测试表明,目标化合物对乳腺癌MCF-7和MDA-MB-231细胞均显示出抑制活性。
相似文献
9.
A. Monge V. Martinez-Merino E. Fernndez-Alvarez 《Journal of heterocyclic chemistry》1986,23(2):509-512
This paper describes one-pot synthesis of 5H-[1,3]thiazolo[3,2-a]pyrido[3,2-e]pyrimidin-5-one 4 , 5H-dipyri-do[1,2-a:3′,2′-e]pyrimidin-5-one 10 and 5H-pyrido[3,2-e]pyrimido[1,2-a]pyrimidin-5-one 15 and some of their derivatives, starting with 2-chloro-3-pyridine carboxilic acid 1. Compounds 4 and 10 reacted with phosphorus pentasulfide to give the respective 5-thione analogues, 5 from 4 and 11 from 10 . Boiling the 5-thione derivatives with hydrazine hydrate, the respective 5-hydrazono derivatives 6 from 5 and 12 from 11 were obtained. The 5-acetyl hydrazono, 7 , and the 5-isopropylidenehydrazono, 8 , derivatives were also prepared from 6 , and the 5-propionylhydrazono derivatives, 13 , from 12 . Compound 4 reacted with hydrazine to give an adduct with two molecules of hydrazine and the probable structure 16 . Treating this adduct with acetone a monohydrazone 17 was obtained. Boiling a suspension of this adduct in DMF, it gave 6,10-dihydro-6H-pyrido[3′,2′:5,6]pyrimido[2,1-c][1,2,4]triazin-5-one 20 . 相似文献
10.
2-Hydroxy-4H-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-one 2a and 7-hydroxy-5H-thiazolo[3,2-a]pyrimidin-5-one 2b, were obtained in high yields under mild conditions from the cyclization reactions of bis-(2,4,6-trichlorophenyl) malonate and 2-aminobenzothiazole or 2-aminothiazole, respectively. A new class of compounds, 2,3-dihydro-4H-benzo[4,5]thiazolo[3,2-a]furo[2,3-d]pyrimidin-4-ones and 6,7-dihydro-5H-furo[2,3-d]thiazolo[3,2-a]pyrimidin-5-ones, were synthesized via the microwave assisted radical addition of compounds 2a and 2b to various alkenes using manganese(III) acetate. A preliminary acetylcholine esterase (AchE) inhibition test of compound 4e showed excellent (92%) inhibitory potential, comparable with the standard drug Donapezil®. 相似文献
11.
S. G. Kazaryan A. S. Noravyan G. A. Gevorkyan 《Chemistry of Heterocyclic Compounds》1999,35(7):825-828
A preparative method of synthesis of 2-substituted thieno[2,3-d]pyrimidin-4-ones involving deamination of the corresponding 3-amino derivatives, by sodium nitrite in acidic medium is proposed. A possible reaction mechanism is considered.A. L. Mndzhoyan Institute of Fine Organic Chemistry. Academy of Sciences of the Republic of Armenia, Erevan 375014 Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 941–944, July, 1999. 相似文献
12.
Mykhaylo V. Vovk Volodymyr A. Sukach Volodymyr V. Pyrozhenko Andriy V. Bol'but 《Heteroatom Chemistry》2006,17(2):104-111
By the reaction of 6-aryl(alkyl)amino-5-cyano-2,3-dihydro-1,3-thiazin-4(10)-ones with α-halogenoketones in the presence of triethylamine, 2,3-dihydrothieno[2,3-d]pyrimidin-4(1H)-ones have been synthesized and their acid-catalyzed recyclization to 2,3-dihydrothieno[3,4-d]pyrimidin-4(1H)-ones has been found and studied. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:104–111, 2006; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20181 相似文献
13.
Kut M. M. Onysko M. Yu. Suikov S. Yu. Lendel V. G. 《Russian Journal of Organic Chemistry》2020,56(10):1711-1715
Russian Journal of Organic Chemistry - 3-Phenyl-2-(prop-2-en-1-ylsulfanyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one reacted with 4-methoxyphenyltellurium trichloride in a... 相似文献
14.
Isothiocyanate 2, obtained from aza-Wittig reaction of iminophosphorane 1 with CS2, reacted with amine to give 2-thioxo-2,3,5,6,7,8-hexahydrobenzothieno[2,3-d]pyrimidin-4(1H)-ones 4 in the presence of sodium ethoxide. S-Alkylation of 4 produced 2-alkylthio-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-4(3H)-ones 5 in good yields. 相似文献
15.
The title compound (C20H18FN3O2, Mr = 351.37) is prepared and its crystal structure is determined by single crystal X-ray diffraction. The crystal is tetragonal,
the P-42(1)c space group with a = 11.0922(6) ?, b = 11.0922(6) ?, c = 28.6271(15) ?, V = 3522.2(3) ?3, Z = 8, d
x
= 1.325 g/cm3, F(000) = 1472, μ = 0.095 mm−1, MoK
α radiation (λ = 0.71073), R = 0.0505, wR = 0.1090 for 2433 observed reflections with I > 2σ(I). The X-ray diffraction analysis reveals that all ring atoms in the benzo[4,5]furo[3,2-d]pyrimidinone moieties are almost
coplanar. 相似文献
16.
[reaction: see text] A simple, efficient, and high-yielding synthesis of quinazolin-4-ylamine and thieno[3,2-d]pyrimidin-4-ylamine derivatives is reported under microwave irradiation conditions. Reaction conditions including temperature, solvent, and reaction time have been studied. An efficient parallel workup procedure was developed to generate a small library (23 compounds) in a short time period. 相似文献
17.
Adolfo Sánchez Luisa Quijano Manuel Melguizo Manuel Nogueras 《Monatshefte für Chemie / Chemical Monthly》1989,120(12):1119-1124
Summary Three series of 3-substituted 5-glycopyranosylamino pyrano[2,3-d]pyrimidin-2-one derivatives,3 a–c,4 a–c, and5 a–c have been prepared by treatment of the corresponding 1,4-dihydro-6-glycopyranosylamino pyrimidin-4-ones1 a–c with malonic, methyl malonic and ethyl malonic acids, respectively.
Synthese von Derivaten des 5-Glucopyranosylaminopyrano[2,3-d]pyrimidin-2-on
Zusammenfassung Es wurden drei Serien von 3-substituierten 5-Glucopyranosylaminopyrano[2,3-d]pyrimidin-2-onen (3 a–c,4 a–c und5 a–c) mittels Behandlung der entsprechenden 1,4-Dihydro-6-glucopyranosylamino-pyrimidin-4-one (1 a–c) mit Malon-, Methylmalon- bzw. Ethylmalonsäure dargestellt.相似文献
18.
Wan-Chen Pan Yi-Chun Wang Tuan-Jie Li Jian-Quan Liu Xiang-Shan Wang 《Journal of heterocyclic chemistry》2020,57(11):3970-3979
Aldehyde could undergo not only the subsequent condensation and cyclization with 2-aminothiophene-3-carboxamide to build a pyrimidine ring, but also a Friedel-Crafts alkylation reaction with thiophene moiety to give unexpected 6-benzyl-2-arylthieno[2,3-d]pyrimidin-4(3H)- ones in good yields catalyzed by concentrated HCl. 相似文献
19.
M. Kh. Mamarakhmonov L. I. Belen’kii N. D. Chuvylkin M. A. Ashirmatov Kh. M. Shakhidoyatov 《Russian Chemical Bulletin》2014,63(2):350-354
Quantum chemical calculations for 2-oxo-, 2-thioxo-, and 2-selenoxopyrimidin-4-ones, as well as for 5,6-dimethyl-2-oxo- and 5,6-dimethyl-2-thioxothieno[2,3-d]pyrimidin-4-ones, were carried out at the HF and DFT levels. An analysis of the relative energies shows that the 2-oxo form or the related thioxo or selenoxo forms are energetically more favorable in tautomeric interconversions of all the compounds under study both in the gas phase and in solutions in ethanol, acetonitrile, and DMSO. 相似文献
20.
A. Monge V. Martinez-Merino M. A. Simon C. Sanmartin 《Journal of heterocyclic chemistry》1992,29(6):1545-1549
This paper reports the synthesis of new pyrido[2,3-d]pyrimidin-4-one derivatives as diuretic agents. Starting with 1,2-dihydro-5-nitro-2-oxo-3-pyridinecarboxylic acid 1 , ethyl 2-ethoxy-5-nitro-3-pyridincarboxylate 4 was obtained. Compound 4 reacts with ammonia, methylamine or S-methylpseudothiourea to give the respective 2-amino-5-nitro-3-pyridinecarboxamide derivatives 5 and 6 or 2-methylthio-6-nitro-3H-pyrido[2,3-d]pyrimidin-4-one 8. Treating carboxamide 5 with arylaldehydes and zinc dichloride, new 2-aryl-1,2-dihydro-6-nitro-3H-pyrido[2,3-d]pyrimidin-4-ones 9 were synthetised. These compounds reduced with iron(II) hydroxide gave 6-amino-2-aryl-1,2-dihydro-3H-pyrido[2,3-d]pyrimidin-4-ones 10 as expected. 相似文献