1437-57-6Relevant academic research and scientific papers
Synthesis of 2-amino-substituted-1,3,4-thiadiazoles via 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) mediated intramolecular C-S bond formation in thiosemicarbazones
Singh, Sarangthem Joychandra,Rajamanickam, Suresh,Gogoi, Anupal,Patel, Bhisma K.
, p. 1044 - 1047 (2016)
An effective oxidative intramolecular cyclization (C-S bond formation) of thiosemicarbazones using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) has been developed to afford a diverse array of 2-amino-substituted-1,3,4-thiadiazoles. The attractive featu
Synthesis of novel thiazole and pyrrolothiadiazine derivatives from aldehyde thiosemicarbazones
Gomaa, Mohsen A.-M.,Hassan, Alaa A.,Shehatta, Hamdy S.
, p. 261 - 266 (2006)
Substituted thiosemicarbazones 7a-e reacted with ethenetetracarbonitrile (TCNE) in ethyl acetate with formation of 5-amino-3-(substituted benzylidene - amino)- 2-phenylimino-2,3-dihydrothiazole-4-carbonitrile 8a-e 2-amino-6-phenyl-imino-1, 6-dihydropyrrol
An efficient one-pot procedure for the preparation of 1,3,4-thiadiazoles in ionic liquid [Bmim]BF4 as dual solvent and catalyst
Rostamizadeh, Shahnaz,Aryan, Reza,Ghaieni, Hamid R.,Amani, Ali M.
, p. 320 - 324 (2008)
The one-pot three component condensation of hydrazine hydrate with substituted phenylisothiocyanates followed by the addition of substituted benzaldehydes in the presence of ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4)
Diazole heterocyclic compound and preparation method and application thereof
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Paragraph 0051; 0052-0055; 0074-0075, (2021/02/10)
The invention relates to the technical field of pesticides, in particular to a diazole heterocyclic compound and a preparation method and application thereof. The diazole heterocyclic compound has anexcellent prevention and treatment effect on plant diseases such as plutella xylostella, myzus persicae and tetranychus urticae, and particularly has a remarkable prevention and treatment effect on plutella xylostella. The compound can be used for preparing insecticides in the fields of agriculture, horticulture and the like and developing novel insecticides without cross resistance, and has goodresearch value and market development prospect.
PhI-Catalyzed Intramolecular Oxidative Coupling Toward Synthesis of 2-Amino-1,3,4-Thiadizoles
Han, Yingzhi,Sun, Yadong,Abdukader, Ablimit,Liu, Bifu,Wang, Duozhi
, p. 3486 - 3491 (2018/09/27)
A highly efficient method for the synthesis of thiadiazole derivatives via intramolecular oxidative coupling of thiosemicarbazide, using the in situ generated hypervalent iodine(III) reagents is developed. The protocol can be carried out smoothly and provides a variety of thiadiazole derivatives in moderate to excellent yields. Graphical Abstract: A highly efficient method for the synthesis of thiadiazole derivatives via PhI-catalyzed intramolecular oxidative coupling of thiosemicarbazide has been developed.
Vibrational and quantum chemical investigation of cyclization of thiosemicarbazide group in 1-benzoyl-4-phenyl-3-thiosemicarbazide
Gautam, Priyanka,Prakash, Om,Dani,Singh,Singh, Ranjan K.
, p. 278 - 287 (2014/06/10)
1-Benzoyl-4-phenyl-3-thiosemicarbazide (H3bpt) was treated with acid - base in one sequence and base - acid in other sequence, both of which lead to ring formation of thiosemicarbazide group, giving N-phenyl-5-phenyl-1,3, 4-thiadiazol-2-amine (Hppta) in the first case and 4,5-diphenyl-2,4-dihydro-1,2, 4-triazole-3-thione (Hdptt) in the second case. The primary (H3bpt) as well as the resulting compounds (Hppta & Hdptt) has been characterized by elemental analyses, NMR, FTIR and Raman spectroscopic techniques. The quantum chemical calculations of the compounds are performed using DFT/B3LYP/6311G(d,p) method for geometry optimizations and also for prediction of the molecular properties. The cyclization is confirmed by disappearance of many bands belonging to the open chain subgroups of H3bpt such as; NH stretching, NH bending, CN stretching, NH puckering, CO stretching etc. The ring formation of 1-benzoyl-4-phenyl-3-thiosemicarbazide (H3bpt) has been further confirmed by the appearance of many bands belonging to the closed ring of thiosemicarbazide in the resulting compounds Hppta and Hdptt.
Synthesis of some 1,3,4-thiadiazole derivatives as inhibitors of Entamoeba histolytica
Siddiqui, Shadab Miyan,Salahuddin, Attar,Azam, Amir
, p. 1305 - 1312 (2013/04/10)
In the quest for potent anti-amoebic agents, some 1,3,4-thiadiazole derivatives were synthesized and characterized by spectral data. The purity of the compounds was confirmed by elemental analysis. All the compounds were screened in vitro against HM1:IMSS strain of Entamoeba histolytica by microdilution method. The results revealed that compounds 1 (IC50 = 0.670 μM), 3 (IC50 = 1.60 μM) and 8 (IC50 = 0.522 μM) had much better anti-amoebic activity than the reference drug metronidazole (IC50 = 1.80 μM). Further, cytotoxicity of the compounds having IC50 value less than metronidazole was assessed by MTT assay on human breast cancer MCF-7 cell line and all the compounds were found low cytotoxic in the concentration range of 2.5-250 μM. Preliminary results indicate that these three compounds (1, 3 and 8) may be subjected to further investigations and it may be hoped that the present study will stimulate efforts towards the development of novel effective anti-amoebic agents.
Regioselective synthesis of 2-amino-substituted 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives via reagent-based cyclization of thiosemicarbazide intermediate
Yang, Seung-Ju,Lee, Seok-Hyeong,Kwak, Hyun-Jung,Gong, Young-Dae
, p. 438 - 444 (2013/04/10)
A regioselective, reagent-based method for the cyclization reaction of 2-amino-1,3,4-oxadiazole and 2-amino-1,3,4-thiadiazole core skeletons is described. The thiosemicarbazide intermediate 3 was reacted with EDC·HCl in DMSO or p-TsCl, triethylamine in N-
FeCl3-promoted synthesis of 1,3,4-thiadiazoles under combined microwave and ultrasound irradiation in water
Feng, Huangdi,Ying, Xili,Peng, Yanqing,Van Der Eycken, Erik V.,Liu, Chuanduo,Zhao, Shanshan,Song, Gonghua
, p. 681 - 686 (2013/07/26)
An eco-friendly and efficient synthesis of substituted 1,3,4-thiadiazole derivatives has been developed. This aqueous heterogeneous approach proceeds smoothly and quickly under combined microwave and ultrasound irradiation in the presence of FeCl3.
Efficient synthesis of 1,3,4-thiadiazoles using hydrogen bond donor (thio)urea derivatives as organocatalysts
Rostamizadeh, Shahnaz,Aryan, Reza,Ghaieni, Hamid Reza,Amani, Ali Mohammad
experimental part, p. 616 - 623 (2010/07/18)
(Chemical Equation Presented) A simple and efficient procedure for the synthesis of 1,3,4-thiadiazoles has been achieved using thiourea as organocatalyst. In this study, the steric and electronic effects using structurally different derivatives of urea and thiourea in different solvents were evaluated. The best yields and the rate of the reactions were obtained using 30 mol % of thiourea as catalyst in acetonitrile at room temperature. The molecular structures of the products were established by 1H and 13C NMR spectral data.
