13274-47-0

Upstream product

• 100-28-7 4-Nitrophenyl isocyanate 
• 4114-31-2 ethylhydrazine carboxylate 
• 62-23-7 4-nitro-benzoic acid 
• 2733-41-7 4-nitrobenzoyl azide 
• 50686-13-0 (4-nitro-phenyl)-carbamic acid-(4-nitro-phenyl ester) 
• 122-04-3 4-nitro-benzoyl chloride 

Downstream Products

• 13274-45-8 4-(p-nitrophenyl)urazole 
• 410535-09-0 1-ethoxycarbonyl-4-(4-aminophenyl)semicarbazide 
• 140707-19-3 4-(4-aminophenyl)-1,2,4-triazolidine-3,5-dione 

Relevant academic research and scientific papers

URAZOLE COMPOUNDS

The present invention relates to a compound of formula (I) or a stereoisomer, enantiomer, racemic, or tautomer thereof, (I) wherein R1, R2, R3, R4, R5, R6, R7, L1 and Q1 have the meaning defined in the claims and the description. The present invention also relates to a process for the preparation of the compound of formula (I). The present invention also relates to the use of a compound of formula (I) as an in situ precursor of a triazolinedione reagent for the functionalization of enes, dienes, aryl and heteroaryl systems via the ene reactions, Diels-Alder reactions, and electrophilic aromatic substitution reactions of said reagent. The present invention also relates to the use of a compound of formula (I) in polymers, membranes, adhesives, foams, sealants, molded articles, films, extruded articles, fibers, elastomers, polymer based additives, pharmaceutical and biomedical products, varnishes, paints, coatings, inks, composite material, organic LEDs, organic semiconductors, conducting organic polymers, or 3D printed articles. The present invention also relates to article comprising said compound of formula (I) and to a process for reshaping and/or repairing said article.

Rewritable Polymer Brush Micropatterns Grafted by Triazolinedione Click Chemistry

Triazolinedione (TAD) click reactions were combined with microcontact chemistry to print, erase, and reprint polymer brushes on surfaces. By patterning substrates with a TAD-tagged atom-transfer radical polymerization initiator (ATRP-TAD) and subsequent surface initiated ATRP, it was possible to graft micropatterned polymer brushes from both alkene- and indole-functionalized substrates. As a result of the dynamic nature of the Alder-ene adduct of TAD and indole at elevated temperatures, the polymer pattern could be erased while the regenerated indole substrate could be reused to print new patterns. To demonstrate the robustness of the methodology, the write-erase cycle was repeated four times. Write and erase: The click reaction between a triazolinedione (TAD)-conjugated ATRP initiator and indole was used for the patterning of glass and silicon wafers employing microcontact chemistry. The reversibility of the click reaction enabled the writing, erasing, and rewriting of surfaces with polymer brush micropatterns for the first time.

Novel and efficient synthesis of 4-substituted-1,2,4-triazolidine-3,5- diones from anilines

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)

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.

Synthesis of novel azo dyes derived from 4-phenylurazole

A novel and convenient method for the preparation of 4-(4-aminophenyl) urazole has been developed. Protic diazotization of amino group of this compound and subsequent coupling reaction with some electron rich aromatic compounds such as phenols, naphthols, and anilines lead to the formation of novel azo dyes with a phenylurazole linkage in moderate to high yields.