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Convenient and efficient one-pot syntheses of 5-substituted-1,3,4-thiadiazol-2-ylcarbamoyl aliphatic amide acid derivatives were described and developed using sulfamic acid catalyst. Thiosemicarbazide and substituted triethylorthoester and cyclic/alicyclic anhydride were efficiently condensed using sulfamic acid to furnish 5-disubstituted-1,3,4-thiadiazol-2-ylcarbamoyl aliphatic acid and amide derivatives in fair to good yield, which exclusively get cyclized to new cyclic amide derivatives. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. 相似文献
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A new series of 1-alkyl-2-oxo-1,2-dihydro-pyrimidine-5-carboxalic acid amides is described. The reaction of N-((E)-3-(dimethylamino)-2-formylacryloyl) formamidine, an intermediate obtained by Vilsmeier–Haack formylation of acetonitrile with various mono-substituted ureas, provides such compounds in good yields. 相似文献
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Fluorescence Properties of Donor Acceptor Chromophores on Newly Synthesized Pyridine-3-Carbonitriles 总被引:1,自引:1,他引:0
Raghunath B. Toche Muddassar A. Kazi Bhausaheb K. Ghotekar Sandeep M. Bagul Chanda D. Tantak Madhukar N. Jachak 《Journal of fluorescence》2009,19(6):1119-1124
A convenient route was successfully developed for the synthesis of novel heterocycles such as pyridine-3-carbonitriles 4 from
chalcone 3 in good yields. The pyridine-3-carbonitrile derivatives synthesized were further studied for their photophysical
properties and observed that absorption and emission was changed, due to the chromospheres at C4-position in phenyl ring and C2-position in pyridine-3-carbonitrile derivatives. 相似文献
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The Use of Pinner Type Reaction for the Synthesis of New Indeno[2,1‐c]pyridine‐4‐carbonitrile Derivatives 下载免费PDF全文
Prashant S. Nikam Shivaraj P. Patil Shrikant B. Kanawade Sachin A. Gangurde Meenakshi Rathi Raghunath B. Toche 《Journal of heterocyclic chemistry》2015,52(1):150-155
An efficient and convenient route was developed for the synthesis of new pyridinecarbonitrile derivatives by using the Pinner type of reaction. The 2‐((E)‐2‐((dimethylamino)methylene)‐1,2‐dihydro‐5,6‐dimethoxyinden‐3‐ylidene) malononitrile 2 was reacted in the presence of dry HCl gas to yield 3‐chloro‐6,7‐dimethoxy‐9H‐indeno[2,1‐c]pyridine‐4‐carbonitrile ( 3 ) in good yield. The SNAr reaction on compound 3 with various nucleophiles yielded 3‐substituted pyridinecarbonitriles 4 , 5 , 6 , 7 , 8 , 9 in moderate to good yield. 相似文献
46.
Synthesis of Polysubstituted Pyrazolo[3,4‐b]pyridine‐3‐Carbohydrazide and Pyrazolo[3,4‐d]pyridazine Derivatives 下载免费PDF全文
Dinesh C. Bhavsar Prashant S. Nikam Sachin A. Gangurde Raghunath B. Toche 《Journal of heterocyclic chemistry》2014,51(3):635-641
5‐Amino‐4‐formyl pyrazole carboxylate gave facile reactions with malononitrile, hydrazine, and ketones in the presence of piperidine furnished substituted pyrazolo[3,4‐b]pyridines and pyrazolo[3,4‐b]quinolones. The pyridazine sulfonamides were obtained by the reaction of 5‐chloro 4‐formyl pyrazole carboxylate with sulfonamide derivatives. 相似文献
47.
Dhananjay B. Kendre Raghunath B. Toche Madhukar N. Jachak 《Journal of heterocyclic chemistry》2008,45(3):667-671
A series of quinoline and chromene derivatives has been synthesized by Michael addition of dimedone 1 with 2‐aroyl‐3‐arylacrylonitrile 2 and study of absorption and fluorescence maxima of quinolines. 相似文献
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Raghunath B. Toche Balasaheb P. Pagar Ravindra R. Zoman Goraksha B. Shinde Madhukar N. Jachak 《Tetrahedron》2010,66(27-28):5204-5211
This paper describes the synthesis of 2,8-dichloroquinolin-4-amine 4 and 4,5,7-trichloro-3-(2-chloroethyl)-2-methylbenzo[h][1,6]naphthyridine 8 as novel class of building blocks. Also describes the regioselective SNAr reactions of 2,4,8-trichloroquinoline 2 on C2 and C4 positions with azide, similarly SNAr reactions of benzo[h][1,6]naphthyridine 8 at C4, C5 positions, and SN2 reactions on C3-(2-chloroethyl) side chain with nucleophiles such as primary aromatic amines, methoxide/ethoxide, and azide at different temperatures. 相似文献