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1.
Abbas Shafiee 《Journal of heterocyclic chemistry》1978,15(3):473-475
Starting from the readily available 4-bromomethyl-5-benzoyl-1,2,3-thiadiazole and 5-bromomethyl-4-benzoyl-1,2,3-thiadiazole; thieno[3,4-d][1,2,3]thiadiazole, selenolo[3,4-d][1,2,3]-thiadiazole and pyrrolo[3,4-d][1,2,3]thiadiazole were synthesized in good yield. 相似文献
2.
New 1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives, 14-23, were prepared from the ketones 1-5 via the corresponding semicarbazones or hydrazones 6-12. The Hurd-Mori and Lalezari methods were used, respectively, for the preparation of these 1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives. The intermediate 13 was also trapped, separated and fully characterized. These derivatives are important for photocrosslinking processes and due to their potential biological activity. 相似文献
3.
S. Brückner G. Fronza L. Malpezzi Giunchi V.A. Kozinski O.V. Zelenskaja 《Tetrahedron letters》1980,21(21):2101-2104
Synthesis of 5-acylimino-3-methyl-1,2,3-thiadiazole 4 is described and its molecular structure is confirmed by NMR and X-Ray diffraction analysis. 相似文献
4.
Phosphorus pentachloride-induced transformation of (1,2,3-thiadiazol-5-yl)hydrazones of acetophenone
Kalinina T. A. Prokhorova P. E. Glukhareva T. V. Morzherin Yu. Yu. 《Russian Chemical Bulletin》2011,60(5):981-984
Russian Chemical Bulletin - Reactions of (4-ethoxycarbonyl-1,2,3-thiadiazol-5-yl)hydrazones of acetophenone with PCl5 led to transformation of the 1,2,3-thiadiazole moiety involving four atoms of... 相似文献
5.
Abbas Shafiee 《Journal of heterocyclic chemistry》1976,13(2):301-304
A method was developed for the synthesis of 5-carbethoxy-4-formyl-1,2,3-thiadiazole (I), its isomer (II); 5-benzoyl-4-formyl-1,2,3-thiadiazole (III), and its isomer (IV). It was demonstrated that although compounds I, III and IV with hydrazine gave 7H-1,2,3-thiadiazolo[4,5-d]-pyridazin-7-one (XXII), 7-phenyl-1,2,3-thiadiazolo[4,5-d]pyridazine (XXIII) and 4-phenyl-1,2,3-thiadiazolo[4,5-d]pyridazine (XXV), respectively; however, compound I gave its corresponding hydrazone (XXIV). 相似文献
6.
Likewise the 1,3,4-thiadiazole nucleus which incorporates an N-C-S linkage exhibits a large number of biological activities[1]. The fused 1,3,4-triazolo[3,4-b]-1,3,4-thiadiazoles derivatives show various biological effects, such as antifungal[2], antibacterial, hypotensive and CNS depressant activities[3]. The novel 3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-s-triazolo[3,4-b]-1,3,4-thiadiazole 6 have been synthesized by the condensation of 4-amino-5-mercapto-3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-s-triazole 5 with formic acid in the presence of phosphorus oxychloride. The compound 5 was prepared from 4 that was prepared from 1 throng 2 and 3. Recently, we obtained the crystal structure of the novel compound 3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-s-triazolo[3,4-b]-1,3,4-thiadiazole, C14H12Cl3N7S, Mr=416.72, Crystallizes in the triclinic space group with unit cell parameters a=9.049(2), b=10.486(3), c=10.843(2)Å, α=116.79(2), β=93.83(2), γ-100.64(3)°. V=889.3(4)Å3, Z=1, Dx-0.778 Mgm-3. The final R was 0.0535. 相似文献
7.
Starting from the readily available 4-bromomethy-5-carbethoxy 1,2,3-thiadiazole (V), 5-bromomethy-4-carbethoxy-1,2,3-thiadiazole (IX) and ethyl 2-aryl-5-bromomethyloxazole-4-carboxylate (XIV), 4,10-dihydro-10-oxo[1]benzoxepino[3,4-d][1,2,3]thiadiazole (Ia), 4,10-dihydro-10-oxo[1]benzothiepino[3,4-d][1,2,3]thiadiazole (Ib), 4,10-dihydro-4-oxo[1]benzothiepino[4,3-d] [1,2,3]thiazole (II), 2-aryl-4,10-dihydro-4-oxo[1]benzoxepino[4,3-d]oxazoles (XIXa-XIXc) and 2-aryl-4,10-dihydro-4-oxo[1]benzothiepino[4,3-d]oxazoles (XIXd-XIXf) were prepared. 相似文献
8.
WANG Huan FU Yi-Feng FAN Zhi-Jin SONG Hai-Bin WU Qing-Jun ZHANG You-Jun Belskaya N. P Bakulev V. A. 《结构化学》2011,30(3):412-416
The title compound N-tert-butyl-N-(4-methyl-1,2,3-thiadiazole)-5-yl-N'-(4-me-thyl-1,2,3-thiadiazole)-5-formyl-N'-3,5-dichloropyrid-2-yl-diacylhydrazines (C18H17Cl2N7O3S2, Mr = 514.41) has been synthesized by the reaction of N-tert-butyl-N'-3,6-dichloropyridine-2-formyl hydrazine with 4-methyl-1,2,3-thiadiazole-5-carbonyl chloride and triethylamine, and its structure was characterized by 1H NMR, HR MS, and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group C2/c with a = 27.726(8), b = 11.045(3), c = 14.507(4), β = 96.758(4)°, Z = 8, V = 4412(2) 3, Dc = 1.549 g/cm3, μ = 0.521 mm-1, F(000) = 2112, R = 0.0405 and wR = 0.1153. X-ray analysis indicates that all rings are non-planar in this molecule. The bioassay results indicate that both the title compound and the positive control RH-5992 have weak fungicide activities, while the title compound has good insecticidal activity against Plutella xylostella L. and no insecticidal activity against Culex pipiens pallens. 相似文献
9.
Prokhorova P. E. Glukhareva T. V. Dyudya L. V. Alekseeva E. A. Morzherin Yu. Yu. 《Russian Chemical Bulletin》2010,59(4):867-869
A reaction of 1,2,3-thiadiazole-4-carbaldehyde with 3-aminobenzo-15-crown-5 involves the Cornforth rearrangement of the 1,2,3-thiadiazole
ring, which leads to 1,2,3-triazole-4-carbothioamide containing the benzocrown ether substituent in position 1 of the triazole
ring. Reversible formation of the isomeric thiadiazole occurs in aprotic nonpolar solvents such as deuterated chloroform.
These compounds are suitable for extraction of α-amino acids from an aqueous phase. 相似文献
10.
Yu. Yu. Morzherin T. A. Pospelova T. V. Glukhareva V. S. Berseneva Yu. A. Rozin E. V. Tarasov V. A. Bakulev 《Chemistry of Heterocyclic Compounds》2001,37(10):1270-1278
The synthesis of hetaryl 1,2,4-thiadiazolyl sulfides has been carried out by nucleophilic substitution of the chlorine atom in 5-chloro-1,2,3-thiadiazole by mercaptoheterocycles. 相似文献
11.
Remizov Yu. O. Pevzner L. M. Petrov M. L. 《Russian Journal of General Chemistry》2019,89(10):2147-2150
Russian Journal of General Chemistry - The reactions of 5-methyl-4-(1,2,3-thiadiazol-4-yl)furan-2-carboxylic acid ethyl ester with some bases have been studied. The opening of 1,2,3-thiadiazole... 相似文献
12.
1,2,3-噻二唑-4-乙酰胺(吗啉)类衍生物的合成与生物活性 总被引:1,自引:0,他引:1
以双乙烯酮为起始原料, 设计并合成了一系列新颖的1,2,3-噻二唑-4-乙酰苯胺(吗啉)类化合物, 通过元素分析、红外光谱、核磁共振氢谱和质谱对其结构进行了表征. 生物活性测试结果表明,部分化合物具有一定的抗TMV活性、 植物生长调节活性和杀菌活性. 相似文献
13.
《Tetrahedron letters》1987,28(25):2867-2870
A novel and stable selenirane derivative was obtained by photolysis of 6,6,8,8-tetramethyl-2-selena-3,4-diaza-7-oxabicyclo[3.3.0]octa-1(5),3-diene in furan as the [2+4] adduct of selenirene intermediate. Similarly 1,2,3-thiadiazole in furan gave corresponding thiirane. 相似文献
14.
Compounds containing 1,2,3-thiodiazole ring were reported to posses fungicidal1, herbicidal2 and growth regulation properties3. For example, N-phenyl-N'-1,2,3-thiadizazol-5-yl-urea (Thidiazuron, Dropp) has been used as a cotton defoliant4, herbicide and was also found to exhibit cytokinin-like activity in bioassay systems. The compound was more effective than Zeatin5 and 6-BA6. Because the synthesis of 1,2,3-thiodiazole ring is difficult,compounds containing 1,2,3-thiadiazole ring are relatively seldom reported. Herein, we report the synthesis of a novel series of α-substituted-1,2,3-thiadiazole-4-acetic acid derivatives. 相似文献
15.
A survey of literature1 revealed that s-triazolo[3,4-b]-1,3,4-thiadiazole, an interesting fused system of s-triazole and 1,3,4-thiadiazole rings, has received much attention during recent years on account of its prominent utilizations as antifungal, antiinflammatory, antiviral, analgesic and anthelmintic agents probably resulting from its planner and compact structure. Our earlier work on the synthesis of this class of heterocycles showed antibacterial, herbicidal and plant growth regulative properties2-3 for the compounds. 1,2,3-Triazole derivatives have found their wide use in medicine, agriculture and industry4-5. Incorporation of 1,2,3-triazole moiety into the 6-position of this ring system may lead to achieving compounds of better biological activities. In view of the above findings coupled with scanty reports on these condensed compounds carrying 6-heterocyclic groups, we wish to report here the condensation of 4-amino-5-mercapto-3-(4-pyridyl)-l,2,4-triazole(2) with 1-aryl-4-carboxy-5-methyl-1,2,3-triazoles(1a-j) as a part of our continuing interest in this area. 相似文献
16.
Diazotization of 2-amino-1,3,4-thiadiazoles gave 1,3,4-thiadiazole-2-diazonium sulfates which were converted to 2-azido-1,3,4-thiadiazoles. The latter reacted with ethyl acetoacetate in the presence of sodium methoxide in methanol to produce 1-(5-R1-1,3,4-thiadiazol-2-yl)-5-R2-1H-1,2,3-triazole-4-carboxylic acid derivatives. The reactions of 2-azido-5-methyl-1,3,4-thiadiazole and 2-azido-1,3-thiazole with ethyl 3-(1,3-benzodioxol-5-yl)-3-oxopropanoate led to the formation of 1,2,3-triazole ring under milder conditions (K2CO3, DMSO). Various 1,2,3-triazole-4-carboxylic acid derivatives were synthesized. 相似文献
17.
含1,2,3-噻二唑的邻甲酰胺基苯甲酰胺类化合物的合成、晶体结构与生物活性 总被引:7,自引:0,他引:7
以取代邻氨基苯甲酸为起始原料, 设计并合成了一系列未见文献报道的含1,2,3-噻二唑的邻甲酰胺基苯甲酰胺类化合物. 所有化合物的结构均经元素分析和1H NMR确证, 并且采用X射线单晶衍射分析方法测定了化合物7g的结构. 初步的生物活性试验结果表明, 部分化合物具有一定的杀菌活性. 相似文献
18.
When stirred with powdered samarium and iodine in methanol at ice-cold temperature, ethyl 1,2,3-thiadiazole-4-carboxylate 5 underwent unusual reduction involving the dimeric ring enlargement with a sulfur addition, giving dimethyl 1,2,5-trithiepan-4,6-dicarboxylates 7a,b as a cis/trans-isomeric mixture in acceptable yield. The 1,2,3-thiadiazole ring of 5 proved to resist reduction by ordinary reducing agents, where the only choice in most cases was either recovery of the unchanged substrate or decomposition to an intractable mixture of unidentified products and tar. 相似文献
19.
A series of novel N-tert-butyl-N′-acyl-5-memyl-l,2,3-thiadiazole-4-carbohydrazides were designed and synthesized.Their structures were characterized by melting points,~1H NMR,IR,ESI-MS,and elemental analysis.The bioassay tests indicated that compound 7o exhibited excellent direct anti-TMV activity and induction activity in vivo at 50μg/mL,which was better than that of Ninamycin and tiadinial.Our studies indicated that 1,2,3-thiadiazole was an active substructure for novel pesticide development. 相似文献
20.
James H. Looker Nazir A. Khatri Ronald B. Patterson Charles A. Kingsbury 《Journal of heterocyclic chemistry》1978,15(8):1383-1385
Natural abundance 13C nmr spectra are reported for 1,2,3-thiadiazole and nine derivatives. The spectra are discussed in terms of α- and β-effects of substituent groups and compared with corresponding spectra of alkene and benzene derivatives. 13C nmr spectra of four 1,3,4-thiadiazoles are presented. Spectral data indicate that in dimethylsulfoxide solution 2-mercapto-5-methyl-1,3,4-thiadiazole exists predominantly as the thione tautomer. 相似文献