17696-94-5Relevant academic research and scientific papers
METHOD FOR PRODUCING SEMICARBAZIDE COMPOUND
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Paragraph 0091-0092, (2021/01/20)
Provided is a method for producing a high-purity, high-quality semicarbazide compound at a high yield by a simple method. The semicarbazide compound is recrystallized by a solvent containing a halogenated hydrocarbon. Dichloromethane is preferred as the halogenated hydrocarbon.
IMPROVED SYNTHESIS OF 4-ARYL-1,2,4-TRIAZOLIDINE-3,5-DIONES AND 4-ARYL-1,2,4-TRIAZOLINE-3,5-DIONES
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Page/Page column 14; 15, (2019/07/13)
The present invention relates to a method of preparing 4-aryl-1,2,4- triazolidine-3,5-dione of the formula (I) and 4-aryl-1,2,4-triazole-3,5-dione of the formula (VII). This method is particularly suitable as the synthesis of 4-aryl-1,2,4-triazolidine-3,5-dione of the formula (I) is made from the respective arylisocyanate of the formula (II) with a hydrazine carboxylate as a one pot reaction in an alcohol.
Alternative synthetic routes to N-methyl-1,2,4-triazoline-3,5-dione (MeTAD) and other triazolinedione derivatives
Breton, Gary W.,Turlington, Mark
supporting information, p. 4661 - 4663 (2015/02/19)
N-Methyl-1,2,4-triazoline-3,5-dione (MeTAD) is a powerful electrophile and a versatile synthetic reagent. In this Letter we describe two methods for the synthesis of N-methylurazole, the direct precursor to MeTAD, on gram scales and in good yields. Both methods provide pure urazole while avoiding the necessity of large scale purification via column chromatography or recrystallization. One of the methods proved to be amenable for the synthesis of derivatives other than N-methyl.
N,N-Dialkyl-N′-chlorosulfonyl chloroformamidines in heterocyclic synthesis. part IX.* novel triazolo-fused thiatriazoles and pyrazolo-fused oxathiazines
Forsyth, Craig M.,Francis, Craig L.,Jahangiri, Saba,Liepa, Andris J.,Perkins, Michael V.,Young, Anna P.
scheme or table, p. 785 - 791 (2011/07/31)
N,N-dialkyl-N′-chlorosulfonyl chloroformamidines 1 reacted with 4-substituted urazoles 2 to give [1,2,4]triazolo[1,2-b] [1,2,3,5]thiatriazoles 3 in a selective 1,2-NN dinucleophilic mode of reaction.The reaction of 1 with N1-substituted pyrazol-5-ones 4 afforded pyrazolo[4,3-e][1,4,3] oxathiazines 5 via selective 1,3-CCO dinucleophilic substitution. Compounds 3 and 5 were the sole products isolated from the respective reactions and both represent new ring systems. CSIRO 2010.
Novel and efficient synthesis of 4-substituted-1,2,4-triazolidine-3,5- diones from anilines
Mallakpour, Shadpour,Rafiee, Zahra
, p. 1927 - 1934 (2008/02/04)
A simple and efficient three-step synthetic procedure for the preparation of 4-substituted phenyl derivatives of 1,2,4-triazolidindiones (urazoles), starting from anilines, has been developed. In this method, aniline derivatives were reacted with 4-nitrophenyl chloroformate to provide corresponding carbamate derivatives. In the second step, semicarbazide derivatives were prepared from these carbamates by reaction with ethyl carbazate. The cyclization reaction of corresponding semicarbazides furnished 1,2,4-triazolidindiones in high yields. Copyright Taylor & Francis Group, LLC.
Diazenedicarboxamides as inhibitors of d-alanine-d-alanine ligase (Ddl)
Kovac, Andreja,Majce, Vita,Lenarsic, Roman,Bombek, Sergeja,Bostock, Julieanne M.,Chopra, Ian,Polanc, Slovenko,Gobec, Stanislav
, p. 2047 - 2054 (2008/02/02)
d-Alanine-d-alanine ligase (Ddl) catalyzes the biosynthesis of an essential bacterial peptidoglycan precursor d-alanyl-d-alanine and it represents an important target for development of new antibacterial drugs. A series of semicarbazides, aminocarbonyldiazenecarboxylates, diazenedicarboxamides, and hydrazinedicarboxamides was synthesized and screened for inhibition of DdlB from Escherichia coli. Compounds with good inhibitory activity were identified, enabling us to deduce initial structure-activity relationships. Thirteen diazenedicarboxamides were better inhibitors than d-cycloserine and some of them also possess antibacterial activity, which makes them a promising starting point for further development.
Microwave Assisted Synthesis of 4-Substituted 1-Ethoxycarbonyl Semicarbazides from Ethyl Carbazate and Isocyanates
Mallakpour, Shadpour,Hajipour, Abdol Reza,Taghizadeh, Hedayat A.
, p. 1015 - 1017 (2007/10/03)
A rapid and simple method for the preparation of 4-substituted 1-ethoxycarbonyl semi[0-9] carbazide is reported. The reaction is carried out under microwave irradiation by the reaction of five different isocyanates with ethyl carbazate.
Solid-state synthesis of 1-ethoxycarbonyl-4-substituted-semicarbazides
Mallakpour, Shadpour,Hajipour, Abdol Reza,Taghizadeh, Hedayat A.
, p. 359 - 362 (2007/10/03)
A rapid and simple method for the preparation of 1-ethoxycarbonyl-4- substituted-semicarbazides has been developed. As examples the reaction of six different isocyanates with ethyl carbazate under solvent-free conditions are reported.
