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A series of 3‐methyl‐1,4‐disubstituted‐4,5‐dihydro‐1H‐pyrazolo[3,4‐b]pyridine‐6(7H)‐ones was synthesized via the three‐component reaction of aldehyde, 3‐methyl‐1‐phenyl‐1H‐pyrazol‐5‐amine, and Meldrum's acid catalyzed by L ‐proline. This protocol has the advantages of easier work‐up, milder reaction conditions, and high yields. J. Heterocyclic Chem., (2011). 相似文献
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Toshiyuki Kohara Hiroshi Tanaka Koreichi Kimura Hideki Horiuchi Kohji Seio Masafumi Arita Tetsuya Fujimoto Iwao Yamamoto 《Journal of heterocyclic chemistry》2002,39(1):163-171
A new series of 4‐(4‐methylpiperazin‐1‐yl)thieno[2,3‐b][1,5]benzoxazepines 1a‐k has been synthesized from 4‐bromo‐2‐methylthiophene 6 or ethyl 2‐amino‐4,5‐dimethyl‐3‐thiophencarboxylate 10 . Preparation of the key intermediate thieno[2,3‐b][1,5]benzoxazepine‐4(5H)‐ones 4a‐i, 4k were carried out by treatment of 2‐bromo‐N‐(2‐hydroxyphenyl)‐3‐thiophencarboxamides 5a‐i, 5k with potassium carbonate in DMSO. Compounds 1 are thienoanalogues of loxapine, a potent antipsychotic drug. Of these compounds, the neu‐roleptic activity of 2‐methyl‐4‐(4‐methylpiperazin‐l‐yl)thieno[2,3‐b][1,5]benzoxazepine 1a (R1, R3=H, R2=CH3) demonstrated potent antipsychotic activity. 相似文献
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Ahmad S. Shawali Magda A. Abdallah Mohie M. Zayed 《Journal of heterocyclic chemistry》2002,39(1):45-49
The synthesis of the hitherto unreported 3‐amino‐2,3‐dihydro‐6‐phenyl‐2‐thioxo‐4(1H)‐pyrimidine 2 and 3‐amino‐2‐methylthio‐6‐phenyl‐4(3H)‐pyrimidinone 3 is described. Reactions of hydrazonoyl halides 1 with either 2 or 3 afforded 6H‐pyrimido[1,2‐b][1,2,4,5]tetrazin‐6‐ones 6. The latter products were screened for their antifungal and antibacterial properties. The mechanism of the studied reactions is discussed. 相似文献
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The reaction of potassium cyanoacetohydroxamate 1 with ethyl 2‐aryl‐hydrazono‐3‐oxobutyrates 2 gave the unexpected pyrazolo[3,4‐c]pyridazines 7 and isoxazolo[5,4‐b]pyridines 10 via a one‐pot reaction. A mechanistic proof is suggested to account for the products. 相似文献
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Saleh M. Al‐Mousawi Mohammad A. Mohammad Mohamad H. Elnagdi 《Journal of heterocyclic chemistry》2001,38(4):989-991
While 3(5)‐aminopyrazole reacts with enaminonitrile to yield pyrazolo[1,5‐a]pyrimidines, 3‐amino‐5‐pyrazolone reacts with the same reagents to yields pyrazolo[3,4‐b]pyridines. 相似文献
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P. J. Bhuyan H. N. Borah K. C. Lekhok J. S. Sandhu 《Journal of heterocyclic chemistry》2001,38(2):491-493
The reaction of 6‐hydrazino uracils 1 and nitrones 2 result in an efficient one‐pot synthesis of pyrazolo[3,4‐d]pyrimidines 3 in excellent yields. The isolation of the by‐product aniline from the reaction mixture supported the plausible mechanism for the formation of pyrazolo[3,4‐d]pyrimidines. 相似文献
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Zun‐Ting Zhang Yu‐Qing Ma Yong Liang Dong Xue Qing He 《Journal of heterocyclic chemistry》2011,48(2):279-285
Direct synthetic methods of 6,7‐diphenylpyrazolo[1,5‐a]pyrimidine derivatives have been developed. Cyclocondensation of isoflavones with 3‐aminopyrazole in the presence of sodium methoxide as alkali promoter gave 6,7‐diphenylpyrazolo[1,5‐a]pyrimidines in moderate to good yields. J. Heterocyclic Chem., (2011). 相似文献
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A series of 4‐aryl‐3,7,7‐trimethyl‐1‐phenyl‐7,8‐dihydro‐1H‐pyrazolo[3,4‐b]quinolin‐ 5(6H)‐ones were synthesized by the three‐component reaction of aromatic aldehydes, 3‐methyl‐1‐phenyl‐1H‐pyrazol‐5‐amine, and 5,5‐dimethyl‐1,3‐cyclohexandione in the presence of sodium 1‐dodecanesulfonate in aqueous medium. Compared to the previous methods, this new protocol has the advantages of convenient operation, higher yields, lower cost, and environmentally benign procedure. J. Heterocyclic Chem., (2012). 相似文献
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Radineh Motamedi Aazam Monfared Zohre Ghahghai Nezamabadi Fatemeh F. Bamoharram 《Journal of heterocyclic chemistry》2011,48(3):604-607
[1,2,4]Triazolo[3,4‐b][1,3,4]thiadiazines 2a , 2b , 2c , 2d , 2e , 2f and 3,7‐dimethyl‐4H‐[1,2,4]triazino[3,4‐b][1,3,4]thiadiazin‐6‐one 4 were synthesized by one‐pot cyclocondensation reaction with α‐chloroacetonitrile and α‐haloketones in the presence of catalytic amounts of heteropolyacids in very high yields and rates. J. Heterocyclic Chem., (2011). 相似文献
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M. El Haddad M. Soukri S. Lazar A. Bennamara G. Guillaumet M. Akssira 《Journal of heterocyclic chemistry》2000,37(5):1247-1252
Pyrazolo‐[3,4‐d]pyrimidine‐4,6‐diones 5 and pyrazolo[4,3‐d]pyrimidine‐5,7‐diones 7 were synthesized by Curtius rearrangement of pyrazolic mono‐esters 2 and 3 followed by hetero‐cyclization via the ureas derivatives 4 and 6 under alkaline conditions. 相似文献
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Eman A. El‐Rady 《Journal of heterocyclic chemistry》2002,39(5):1109-1110
The diazonium salt of 2‐aminophenol 2 was coupled in situ with malononitrile derivatives 3a‐d , 2‐cyanomethylthiazolin‐4‐one 9 , 2‐cyanomethylbenzimidazole 11a , and 2‐cyanomethylbenzothiazole 11b to give 2‐amino[1,4,5]benzoxadiazepine derivatives 6a‐d, 10 and 12a,b via a one‐pot reaction. 相似文献
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Several new pyrazolo[3,4-d]pyrimidine, pyrazolo[3,4-e][1,4]diazepine, pyrazolo[3,4-d][1,2,3]triazine and pyrolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives were prepared by the reaction of the corresponding 5-amino-pyrazole-4-carbonitrile derivative with different organic reagents under different reaction conditions. Using IR, 1H NMR, and mass spectra we have characterized all new compounds. 相似文献
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Two-step synthesis of the novel fused heterocycles pyrazolo[4′,3′:5,6]pyrido[2,3-b][1,5]benzoxazepine ( 8 ) and pyrazolo[4′,3′:5,6]pyrido[2,3-b][1,5]benzothiazepine ( 9 ) from the pyrazolo[3,4-b]pyridine derivative 1 is described. 相似文献
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An efficient synthesis of pyrazolo[3,4-b]quinolin-3-amine and benzo[b][1,8]naphthyridine derivatives
Elkholy YM 《Molecules (Basel, Switzerland)》2007,12(3):361-372
2-Oxo-4-phenyl-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (10) reacted with hydrazine hydrate, phenylisothiocyanate or benzoyl chloride to give derivatives 12, 13 and 15, respectively. The latter two products were treated with hydrazine hydrate to afford pyrozole[3,4-b]quinolines derivatives 14 and 16, respectively. Compound 10 also reacted with acetonitrile dimer or malononitrile dimer to yield benzo[b][1,8]-naphthyridine derivatives. A single crystal X-ray crystallographic analysis was performed on compound 10, confirming its structure. 相似文献
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Sergei L. Bogza Anna A. Malienko Sergei Y U. Sujkov Igor F. Perepichka Natalya M. Bogdan Vladimir I. Dulenko Konstantin I. Kobrakov Martin R. Bryce 《Journal of heterocyclic chemistry》2001,38(2):523-525
The convenient one pot synthesis of pyrazolo[3,4‐c]isoquinolines 1 from 5‐aminopyrazoles 2 and paraformaldehyde in formic or trifluoroacetic acids is described. 相似文献