1456-72-0Relevant articles and documents
Preparation method of 1, 3, 4-thiadiazole compound and compound prepared by preparation method
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Paragraph 0019-0020; 0039-0040, (2020/12/10)
The invention belongs to the field of medicinal chemistry. Specifically, the invention discloses a preparation method of a 1, 3, 4-thiadiazole compound and the compound prepared by using the preparation method. According to the method, the 1, 3, 4-thiadia
TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
Zhang, Lin,Yu, Yu,Tang, Qiang,Yuan, Jianyong,Ran, Dongzhi,Tian, Binghua,Pan, Tao,Gan, Zongjie
, p. 423 - 431 (2019/12/27)
An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles has been developed. Various hydrazides or thionyl hydrazides readily react with DMA derivatives in the presence of TiCl4 as a catalyst to afford the desired products. This protocol provides a simple and economical procedure that affords the target products with good yields and wide substrate scope.
A KHSO4 promoted tandem synthesis of 1,3,4-thiadiazoles from thiohydrazides and DMF derivatives
Gan, Zongjie,Tian, Binghua,Yuan, Jianyong,Ran, Dongzhi,Zhang, Lin,Dong, Gang,Pan, Tao,Zeng, Yixin,Yu, Yu
supporting information, (2020/07/15)
An efficient, simple and environmentally benign method for the construction of 1,3,4-thiadiazole skeletons via the tandem coupling and cyclization of thiohydrazides with DMF derivatives in the presence of KHSO4 has been reported. This method re
Reactions of trifluoro- and hexafluoroacetylacetones with thiobenzoylhydrazine
Alekseyev,Pakal'Nis,Zerova,Yakimovich
, p. 858 - 862 (2013/03/29)
The reaction of thiobenzoylhydrazine with trifluoroacetylacetone leads to the product of condensation at the CH3C=O bond with the 5-hydroxy-2-pyrazoline structure. The tautomeric transition to the 2,3-dihydro-1,3,4-thiadiazole isomer occurs in
Ring opening of pymisyl-protected aziridines with organocuprates
Bornholdt, Jan,Felding, Jakob,Clausen, Rasmus P.,Kristensen, Jesper L.
supporting information; experimental part, p. 12474 - 12480 (2010/12/25)
The pyrimidine-2-sulfonyl (pymisyl) group is introduced as a new protecting group that can be used to activate aziridines towards ring opening. It is readily introduced and removed under mild conditions. Regioselective ring opening of pymisyl-protected 2-methyl-aziridine with organocuprates gives the corresponding sulfonamides in high yields, and the pymisyl group can subsequently be removed upon treatment with a thiolate. The versatility of this new nitrogen protecting group is illustrated with a new synthesis of Selegiline, a monoamine oxidase-B inhibitor marketed for the treatment of Parkinson's disease. Easy on'easy off: The pymisyl group is introduced as a new protecting group for the activation of aziridines towards ring opening with organocuprates (see scheme). It is readily removed under very mild conditions with thiolates. The versatility of the approach is illustrated in a new synthesis of Selegiline, a drug marketed for the treatment of Parkinson's disease.
Thionation using fluorous Lawesson's reagent
Kaleta, Zoltan,Makowski, Brian T.,Soos, Tibor,Dembinski, Roman
, p. 1625 - 1628 (2007/10/03)
Thionation of amides, 1,4-diketones, N-(2-oxoalkyl)amides, N,N-acylhydrazines, and acyl-protected uridines with the use of a fluorous analogue of the Lawesson's reagent leads to thioamides, thiophenes, 1,3-thiazoles, 1,3,4-thiadiazoles, and acyl-protected 4-thiouridines. The isolation of the final products in high yields is achieved in most cases by a simple filtration (fluorous solid-phase extraction).
HETEROCYCLIZATION OF DERIVATIVES OF THIONCARBOXYLIC ACIDS TO 1,3,4-THIADIAZOLES UNDER THE ACTION OF TERT-BUTYL HYPOCHLORITE
Demchuk, D. V.,Lutsenko, A. I.,Troyanskii, E. I.,Nikishin, G. I.
, p. 1690 - 1695 (2007/10/02)
A method for synthesis of 2-alkyl-5-aryl- and 2,5-diaryl-1,3,4-thiadiazoles by successive reaction of thioamides with tert-butyl hypochlorite and benzothiohydrazides was developed.The first step in the formation of 1,3,4-thiadiazoles consists of oxidation
The Oxidation of 1-Thioaroylsemicarbazides
Kurzer, Frederick,Doyle, Kevin M.
, p. 1873 - 1880 (2007/10/02)
Oxidation of 1-thioaroylsemicarbazides by bromine or hydrogen peroxide yields bis(C-aryl-N-ureido)formimidoyl disulphides.As a novel class of the generally labile di-imidoyl disulphides, such products display unusual stability; however, upon acylation, me
Studies on organophosphorus compounds XLIX. An improved method for the preparation of 2,5-disubstituted 1,3,4-thiadiazoles and 1,3,4-thiadiazole-2(3H)-thiones
Rasmussen, P.B.,Pedersen, U.,Thomsen, I.,Yde, B.,Lawesson, S.O.
, p. 62 - 65 (2007/10/02)
The reaction of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (LR) with N,N'-diacylhydrazines and N-acyl-N'-ethoxycarbonyl hydrazines has been investigated.It is shown that 2,5-disubstituted-1,3,4-thiadiazoles and 5-phenyl-1,3,4-thiadiazole-2(3H)-thione are produced in good yields.However, in the case of N-acetyl-N'-ethoxycarbonylhydrazine a 2,3-dihydro-1,3,4,2-thiadiazaphosphole, X, is formed.The fragmentation patterns in the mass spectra of simple 2,5-disubstituted 1,3,4,-thiadiazoles, IIIa-f, are described.
RING-RING AND RING-CHAIN TAUTOMERISM IN THE THIOBENZOYLHYDRAZONES OF ALIPHATIC β-DICARBONYL COMPOUNDS
Zelenin, K. N.,Alekseev, V. V.,Khrustalev, V. A.,Yakimovich, S. I.,Nikolaev, V. N.,Koshmina, N. V.
, p. 162 - 167 (2007/10/02)
The 5-hydroxy-4,5-dihydropyrazole-2,3-dihydro-1,3,4-thiadiazole ring-ring tautomeric equilibrium in solutions was investigated by NMR spectroscopy for the products from the condensation of thiobenzohydrazide with aliphatic β-dioxo compounds.In polar media (DMSO) ring-chain tautomeric equilibrium involving the enehydrazine or hydrazone tautomers is also observed in individual cases. 1-Phenylthioacetyl-3,5-dimethyl-5-hydroxy-4,5-dihydropyrazole is formed during the condensation of acetylacetone with phenylthioacetylhydrazine, and 1-thiobenzoyl-3-acetylacetamidrazone was obtained from thiobenzoylhydrazide and monothiodiacetamide.
