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1.
9-Methyl-di-s-triazolo[4,3-a:4,3-c]pyrimidine and 9-methyl-s-triazolo[4,3-c]tetrazolo[1,5-a]pyrimidine have been synthetized from 4-hydrazino-7-methyl-s-triazolo[4,3-c]pyrimidine. Structural assignments based on nmr, ir and chemical manipulations are discussed. 相似文献
2.
I. Krezhel' 《Chemistry of Heterocyclic Compounds》1986,22(10):1093-1096
The reaction of arylhydrazines and 1-ethoxycarbonyl-2-methylthio-1,4,5,6-tetrahydropyrimidines forms 2-aryl-3-oxo-2,3,5,6,7,8-hexahydro-s-triazolo[4,3-a]pyrimidines. The reaction of 2-phenyl substituted triazolo[4,3-a]pyrimidine with various acylating agents to give 8-acyl derivatives and the effect thereon of hydrogen chloride were studied. The amine-imine tautomerism of these compounds was studied by PMR spectroscopy.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1350–1353, October, 1986. 相似文献
3.
In a one-pot synthesis, 1′-methyl-2,3″-dioxo-5″-aryl-1,2,5a″,7″,8″,9a″-hexahydro-5″H,6″H-dispiro[indole-3,2′-pyrrolidine-3′,2″-pyrano[2,3-d][1,3]thiazolo[3,2-a]pyrimidine]-4′-carboxylic acid methyl ester was prepared via the sequential reaction of 4-aryl-octahydro-pyrano[2,3-d]pyrimidine-2-thione, dimethyl acetylenedicarboxylate (DMAD), and a mixture of isatin and sarcosine. All the novel spiro compounds, in moderate yields, were characterized thoroughly by infrared, NMR, mass spectromentry, and elemental analysis together with x-ray crystallographic analysis. 相似文献
4.
Piergiorgio Pecorari Marcella Rinaldi Maria Paola Costi 《Journal of heterocyclic chemistry》1989,26(6):1701-1705
Derivatives of two new molecular structures, namely, [1,3]thiazino[3,2-a]purine and [1,2,3]triazolo[4,5-d]-[1,3]thiazino[3,2-a]pyrimidine, were synthesized together with other heterocyclic compounds. Retrosynthetic analysis of their molecular skeletons suggested a simple way of obtaining 3,4-dihydro-7,8-diamino-2H,6H-pyrimido[2,1-b][1,3]thiazin-6-one, which is a useful intermediate for their synthesis. This intermediate and the thiazole homologue were obtained directly by reaction of 5,6-diamino-2,3-dihydro-2-thioxo-4(lH)-pyrimidi-none with 1,3- or 1,2-dibromoalkane, respectively. 相似文献
5.
Vas’kevich R. I. Bentya A. V. Staninets V. I. 《Russian Journal of Organic Chemistry》2010,46(2):286-290
The reaction of 1-(4-oxo-1-R-5H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-arylthiosemicarbazides with methyl iodide gave rise to 1,2,4-triazolo-pyrazolopyrimidinones of linear structure,
and with dicyclohexylcarbodiimide the products had angular and linear structure. The heating of compounds obtained higher
than their melting point resulted in their isomerization into 7-aryl-amino-1-R-1,8-dihydro-4H-pyrazolo[3,4-d]-[1,2,4]triazolo[1,5-a]pyrimidin-4-ones. 相似文献
6.
L. Kosychova Z. Stumbreviciute L. Pleckaitiene R. Janciene B. D. Puodziunaite 《Chemistry of Heterocyclic Compounds》2004,40(6):811-815
A one-pot synthetic approach to the novel 5,6-dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepines by thermal cyclization of 4-acylhydrazino-2,3-dihydro-1H-1,5-benzodiazepines is described. 相似文献
7.
A. Hajri R. Abderrahim 《Phosphorus, sulfur, and silicon and the related elements》2013,188(3):520-525
Abstract The reaction of thionyl chloride with amidines 2, derived from N-benzimidazol-2-yl imidates 1, leads to [1,2,4,6]thiatriazino[2,3-a][1,3]benzimidazol-1(2H)-one 3 in good yields. [1,3,5]Thiadiazino[3,4-a][1,3]benzimidazol-2-imine 4 was prepared by condensation of NaSCN with benzimidazol-2-yl imidate 1. The isolated compounds 3 and 4 were identified by spectroscopic methods including IR, 1H NMR, and 13C NMR as well as elemental analyses and MS of 3d and 4b. GRAPHICAL ABSTRACT 相似文献
8.
A. V. Komkov A. S. Shashkov S. V. Baranin V. A. Dorokhov 《Russian Chemical Bulletin》2013,62(5):1248-1254
A new representative of heterocyclic hydrazines, viz., 6-hydrazino-3,4-dimethyl-1H-pyrazolo[3,4-d]pyrimidine (3) was synthesized from diacetyl ketene N,S-acetal. A condensation of hydrazine 3 with amide acetals or aldehydes and subsequent cyclization furnished pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidines, whose structure was confirmed by 1H, 13C, and 1H/15N HMBC NMR spectroscopy. Reactions of hydrazine 3 with acetylacetone, ethyl acetoacetate, diethyl malonate, and acetic anhydride were studied. 相似文献
9.
Charles Y. Fiakpui Oludotun A. Phillips K. S. Keshava Murthy Edward E. Knaus 《Journal of heterocyclic chemistry》1999,36(2):377-380
A group of 5-(2-chlorophenyl)-10-(substituted)-7H-pyrido[4,3-f][1,2,4]triazolo[4,3-a][1,4]diazepines 7a-c were synthesized by the acid catalyzed reaction of 5-(2-chlorophenyl)-2-hydrazino-3H-pyrido[3,4-e]-[1,4]diazepine ( 6 ) with either trimethyl orthoformate, triethyl orthoacetate or triethyl orthobenzoate, respectively. 5-(2-Chlorophenyl)-7H-pyrido[4,3-f][1,2,4]triazolo[4,3-a][1,4]diazepine ( 7a ) and 5-(2-chlo-rophenyl)-10-methyl-7H-pyrido[4,3-f][1,2,4]triazolo[4,3-a][1,4]diazepine ( 7b ) exhibited good anticonvulsant activity in the subcutaneous metrazol anticonvulsant screen which serves as a model for absence (petit mal) epilepsy. 相似文献
10.
Abdelali Daïch Philippe Ohier Bernard Decroix 《Journal of heterocyclic chemistry》1995,32(6):1731-1734
The 4H-pyrrolo[1,2-a]thieno[2,3-e][1,3]diazepine (20) was synthesized by the one-pot intramolecular cyclization of the appropriate nitroaldehyde 13 . This key intermediate 13 was obtained by two pathways from methyl 3-bromomethylthiophene-2-carboxylate (6). 相似文献
11.
Werner Zimmermann James M. Sinambela Herman J. Roth Kurt Eger 《Journal of heterocyclic chemistry》1986,23(2):397-400
The structure of a formerly described pyrrol[1,2-a][1,3]diazepine is corrected by synthesis. The correction is discussed by comparing physicochemical data and synthetic procedures for both substances. 相似文献
12.
Hamdi M. Hassaneen Fatma M. Saleh Tayseer A. Abdallah Yasmin Sh. Mohamed Enas M. Awad 《Journal of heterocyclic chemistry》2020,57(2):892-912
Treatment of N-phenyl-substituted benzenecarbo-hydrazonoyl chlorides 1a - d with malononitrile in sodium ethoxide solution gave 5-amino-4-cyanopyrazole derivatives 2 - 5 . Compounds 2 - 5 were converted to formidate derivatives 6 - 9 upon treatment with TEOF in acetic anhydride. The reaction of the latter products 6 - 9 with hydrazine hydrate gave imino-amino derivatives 10 - 13 , which was converted to hydrazino derivatives 14 - 17 by refluxing with hydrazine hydrate. Hydrazino as well as imino-amino derivatives undergo condensation, cyclization, and cycloaddition reactions to give pyrazolo[3,4-d]pyrimidine 18 - 21 , pyrazolo[4,3-e][1,2,4]triazolo-[3,4-c]pyrimidine 22 - 27 , and pyrazolo[3′,4′:4,5]pyrimido[1,6-b][1,2,4]triazine 42 - 44 derivatives. Antimicrobial studies are performed using two Gram-positive bacteria and two Gram-negative bacteria. Data indicated that compounds 5 , 28D , 29B , and 31D are exploring elevated antibacterial effects against all strains tested. Compound 28D is the most promising antibacterial agent against the delicate bacterial strain Bacillus subtilis and Pseudomonas aeruginosa with high effectiveness (low minimum inhibitory concentration [MIC] value) 40 and 60 μg/mL, respectively. 相似文献
13.
Fathy M. Abdelrazek Sobhi M. Gomha Hassan M. Abdel-aziz Mohamed S. Farghaly Peter Metz Ahmed Abdel-Shafy 《Journal of heterocyclic chemistry》2020,57(4):1759-1769
A novel series of 1,5-dihydropyrido-triazolo-pyrimidine derivatives were prepared by cyclocondensation of 2-thioxo-pyrido[2,3-d]pyrimidines (prepared from reaction of chalcone with 6-aminothiouracil) with a variety of hydrazonoyl chlorides. Based on spectroscopic evidence and their chemical syntheses, the structures of the newly prepared compounds were elucidated. Designated compounds are forced for molecular docking by using MOE 2014.010 Package software; one of in silico study tools. Synthesized compounds are targeting Human Cyclin-defendant Kinase 2 (CK2) PDB ID (1PXO.Protein data bank) due to its important role in controlling the human cell cycle and also for meiosis. 相似文献
14.
Esmaeili Abbas Ali Mesbah Fariba Zangouei Mahdieh Amini-Ghalandarabad Saeid Tasmimi Masoud Habibi Azizollah Fakhari Ali Reza Khojastehnezhad Amir 《Research on Chemical Intermediates》2021,47(9):3537-3550
Research on Chemical Intermediates - An efficient, simple and fast procedure has been developed for the synthesis of a novel types of pyrano[2,3-d][1,3]thiazolo[3,2-a]pyrimidine derivatives through... 相似文献
15.
Yoshihisa Kurasawa Tae Kawano Ritsuko Katoh Atsushi Takada Ho Sik Kim Yoshihisa Okamoto 《Journal of heterocyclic chemistry》1992,29(5):1337-1339
The reaction of 6-chloro-2-(1-methylhydrazino)quinoxaline 4-oxide 1 or 6-chloro-2-(1-methylhydrazino)-quinoxaline 5 with phenyl isothiocyanate under reflux in N,N-dimethylformamide gave 7-chloro-3-methyl-1,2,4-triazolo[4,3-a]quinoxalin-3-ium-1-thioate 4 , which was also obtained by refluxing of 6-chloro-2-[1-methyl-2-(N-phenylthiocarbamoyl)hydrazino]quinoxaline 4-oxide 2b or 6-chloro-2-[1-methyl-2-(N-phenylthiocarbamoyl)hydrazino]quinoxaline 6 in N,N-dimethylformamide. 相似文献
16.
17.
S. M. Hussain A. M. El-Reedy A. M. Hassan Rezk Kh. A. Sife El-Dien 《Journal of heterocyclic chemistry》1987,24(6):1605-1610
Alkylation of 5-cyano-4-oxo-6-phenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine I with methyl iodide, chloroacetic acid or 3-chloro-2,4-pentanedione, afforded the S-alkyl derivatives IIa-c. 2-Carboxymethylthio and 2-(2′,4′-dioxopentan-3-ylthio) derivatives IIb and IIc could be cyclised by acetic anhydride or polyphosphoric acid to give 6-cyano-3,5-dioxo-5H-7-phenylthiazolo[3,2-a]pyrimidine III and 2-acetyl-6-carboxamido-5H-3-methyl-7-phenylthiazolo[3,2-a]pyrimidine-5-one IX , respectively. Benzoylation of 2-hydrazinopyrimidine derivative XII , in anhydrous dioxan, afforded the N-benzoyl derivative XIII , which could be cyclised by heating in dimethylformamide to give 5-amino-6-cyano-3,7-diphenyl-s-triazolo[4,3-a]pyrimidine ( XIV ). The 2-hydrazinopyrimidine derivatives XII and XV reacted with benzoyl isothiocyanate in dioxane to yield 4-benzoylthiosemicarbazide derivatives XVI and XVII , which were converted into the 2-s-trizolopyrimidine derivatives XVIII and XIX , respectively. Also, XVI and XVII reacted with 2,4-pentanedione and 3-chloro-2,4-pentanedione to yield 2-pyrazolopyrimidine derivatives XX and XXI , respectively. 相似文献
18.
Treatment of 2-chlorocinchoninic acid with hydrazine gives 2-hydrazinocinchoninic acid and with aroylhydrazines to give 1,2,4-triazolo[4,3-a]quinoline-9-carboxylic acids. These are also prepared by the action of benzoyl chloride or the carboxylic acid on 2-hydrazinocinchoninic acid. With pyruvic acid the latter gives 3-methyl-4-oxo-1,2,4-triazino[4,3-a]quinoline-10-carboxylic acid and with nitrous acid gives 1,2,3,4-tetrazolo[4,3-a]quinoline-9-carboxylic acid.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1227–1229, September, 1991. 相似文献
19.
Kayed A. Abu Safieh Ahmad M. Abu Mahthieh Mustafa M. El-Abadelah Mikdad T. Ayoub Wolfgang Voelter 《Monatshefte für Chemie / Chemical Monthly》2007,21(9):157-160
A novel method for the synthesis of a new series of 5-substituted 1,3-dimethyl pyrazolo[4,3-e][1,2,4]triazines is described. The new synthetic strategy is based on the classical Bischler 1,2,4-benzotriazine synthesis. This approach involves the preparation of 5-hydrazinopyrazole from 5-chloro-1,3-dimethyl-4-nitropyrazole
followed by acylation and nitro group reduction to form the corresponding 4-amino-3-(acylhydrazino)pyrazoles. Intramolecular
oxidative cyclization of the latter derivatives, using polyphosphoric acid, produced the respective target pyrazolotriazines. 相似文献
20.
Ervand G. Paronikyan Shushanik Sh. Dashyan Suren S. Mamyan Armen G. Ayvazyan 《Journal of heterocyclic chemistry》2021,58(10):1936-1942
New and effective methods for the synthesis of derivatives of pyrano[3,4-c][1,2,4]triazolo[4,3-a][1,5-a]pyridines were developed. Synthesized new tetracyclic heterocyclic systems containing pyrano[3,4-c]pyridine ring unknown in the literature were obtained for the first time. The rearrangement of Dimroth in the triazolo[4,3-a]pyridine systems for the first time was studied. The possibility of rearrangement of Dimroth in the new heterocyclic system has been investigated. 相似文献