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5‐Ethoxycarbonyl‐4‐methyl‐2‐phenylpyrimidin‐6(1H)‐thione ( 3 ), which was prepared from the reaction of ethyl β‐aminocrotonate 1 with benzoyl isothiocyanate ( 2 ) in refluxing acetone, was reacted with halo compounds to give S‐alkyl derivatives 4a‐h . Treatment of compounds 4a‐c with sod. ethoxide cyclized into thienopyrimidine 10a‐c . Hydrazinolysis of compound 3 gave hydroxypyrazolopyrimidine derivative 6 . Also the latter compound was obtained upon heating compound 4a with hydrazine hydrate under neat conditions, but when compound 4a refluxed with hydrazine hydrate in ethanol the corresponding carbohydrazide 5 was produced. 相似文献
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Rafat Milad Mohareb Suzan Ibrahim Aziz Nadia Iskander Abdel Saved Hoda Zaki Shams 《中国化学会会志》1992,39(2):181-187
Various derivatives of thiophene, thiazoline and thienopyrimidine have been synthesized via the reaction of active methylene reagents (la-j) with benzoyl isothiocyanate in the presence of potassium hydroxide, followed by the subsequent treatment of the potassium salt intermediates 2a-j with phenacyl bromide or ethyl chloroacetate. The stability of the formed adducts 3 and 12 or their selective cyclization depends on both the nature of the active methylene reagent and the α-halocarbonyl compounds. 相似文献
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E. A. Bakhite A. A. Geies H. S. El-Kashef 《Phosphorus, sulfur, and silicon and the related elements》2013,188(2):303-323
4-Methyl-2-phenyl-5-(1-pyrryl)-6-substituted-thieno[2,3-d]pyrimidines ( 3a-c , 4a-c , 5a , b , and 6 ) have been synthesized. Some of the substituents in position 6 were used to build up different sulfur-, nitrogen- and/or oxygen-containing heterocyclic rings at that position. The 4-methyl-2-phenyl-5-(1-pyrryl)-thieno[2,3-d]pyrimidine-6-carboazide ( 20 ) was also used as a key intermediate in the synthesis of the target pyrrolo[1",2":1',6']pyrazino[2',3':4,5]thieno[2,3-d]pyrimidines. 相似文献
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H. M. Moustafa A. Khodairy A. M. M. El-Saghier 《Phosphorus, sulfur, and silicon and the related elements》2013,188(6):1211-1224
3,4-Diamino-2,5-dicarboxamidothieno(2,3-b)thiophene 1 was allowed to react with CS 2 , carbonyl compounds, ethyl chloroformate, S,S-acetals, and oxallyl chloride to give thienopyrimidines 2-6 and thieno-1,4-diazepine 7 . Treatment of compound 1 with nitrous acid afforded compound 8 , which converted into the corresponding chloro derivative 9 by using PCl 5 . Compound 9 was reacted with amino reagents to afford the corresponding thienoimidazotriazines 10 and 11 , thienotriazolotriazines 12 and 13 and 4-hydrazinothienotriazine 14 . Treatment of compound 14 with aldehydes, triethyl orthoformate, CS 2 , nitrous acid and ylidenemalononitriles, afforded thienotriazolotriazine 16-18 , thienotetrazolotriazine 19 , and 4-pyrazolyl-thienotriazine 20-22 derivatives respectively. 相似文献
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Nabil H. Ouf Abd El-Galil E. Amr Ahmed A. Fayed 《Monatshefte für Chemie / Chemical Monthly》2008,139(3):281-287
Summary. A series of pyrimidinones, thienopyrimidines, and their derivatives were synthesized using N-methylindolyl acetic acid as a starting material. Sixteen new heterocyclics containing a pyrimidine ring were thus prepared.
The pharmacological screening showed that many of these compounds have good analgesic and antiparkinsonian activities comparable
to Voltarene? and Benzatropine? as reference drugs. The structure assignments of the new compounds based on chemical and spectroscopic evidence. The detailed
synthesis, spectroscopic data, and pharmacological properties are reported. 相似文献
6.
Bothaina Abdel‐Fattah Manal M. Kandeel Maha Abdel‐Hakeem Zeinab M. Fahmy 《中国化学会会志》2006,53(2):403-412
4‐(4‐Acetylphenylamino)cycloocteno[4,5]thieno[2,3‐d]pyrimidine ( 4 ) was prepared and condensed with certain aldehydes, phenylhydrazine, malononitrile to obtain 5a‐d , 6 and 7 , respectively. 4‐Hydrazino & 4‐substituted amino derivatives of 2‐arylcycloocteno[4,5]thienopyrimidines 10a‐c & 11a‐i were synthesized. Cyclization of the hydrazino compounds 10a‐c with orthoalkanoate esters or the arylidene derivatives 12a‐c with bromine in acetic acid afforded the fused triazolo system 13a‐i . Reaction of the hydrazino compound 10c with acetic anhydride gave 15 while the reaction of 10b,c with acid chlorides gave 16a‐d . Furthermore, the tetrazolothienopyrimidines 17a‐c were synthesized. Some of the newly synthesized compounds were tested for their antimicrobial activity. 相似文献
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