13274-45-8

Basic information

• Product Name: 1,2,4-Triazolidine-3,5-dione, 4-(4-nitrophenyl)-
• CAS NO: 13274-45-8
• Molecular Formula: C8H6N4O4
• Molecular Weight: 222.16
• Mol File: 13274-45-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2,4-Triazolidine-3,5-dione, 4-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Triazolidine-3,5-dione, 4-(4-nitrophenyl)-(13274-45-8)
• EPA Substance Registry System: 1,2,4-Triazolidine-3,5-dione, 4-(4-nitrophenyl)-(13274-45-8)

Safety Data

• Hazardous Substances Data: 13274-45-8(Hazardous Substances Data)

Upstream product

• 100-28-7 4-Nitrophenyl isocyanate 
• 50686-13-0 (4-nitro-phenyl)-carbamic acid-(4-nitro-phenyl ester) 
• 541-41-3 chloroformic acid ethyl ester 
• 100-01-6 4-nitro-aniline 
• 4114-31-2 ethylhydrazine carboxylate 
• 13274-47-0 N-{[(4-nitrophenyl)carbamoyl]amino}ethoxyformamide 

Downstream Products

• 82209-62-9 C₁₅H₁₁ClN₄O₄ 
• 82204-59-9 C₁₅H₁₁ClN₄O₄ 
• 82204-62-4 C₁₅H₁₁ClN₄O₄ 
• 87530-80-1 (p-nitrophenyl-4' urazolo-1',2')-5α,8α ergostadiene-6,22 ol-3β 
• 87530-79-8 benzoyloxy-3β (p-nitrophenyl-4' urazolo-1',2')-5α,8α ergostadiene-6,22 
• 140707-19-3 4-(4-aminophenyl)-1,2,4-triazolidine-3,5-dione 
• 57964-94-0 9,10-(4’-p-nitrophenyl)urazolo-9,10-dihydroanthracene 
• 1440509-87-4 (25R)-5α,8α-(4'-p-nitrophenyl)urazolospirost-6-en-3β-yl benzoate 

Relevant articles and documents

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.

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.

Efficient synthesis of novel 4-substituted urazoles

The efficient synthesis of several new and novel 4-substituted triazolidindiones (urazoles) starting from isocyanates, amines, anilines and carboxylic acids is reported.