20271-37-8

Basic information

• Product Name: 5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester
• Synonyms: 5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester;ETHYL 5-AMINO-1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE;Nsc76220;5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethyl ester
• CAS NO: 20271-37-8
• Molecular Formula: C₁₁H₁₂N₄O₂
• Molecular Weight: 232.2386
• Mol File: 20271-37-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 420.8°Cat760mmHg
• Flash Point: 208.3°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 2.74E-07mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester(20271-37-8)
• EPA Substance Registry System: 5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester(20271-37-8)

Safety Data

• Hazardous Substances Data: 20271-37-8(Hazardous Substances Data)

Usage

General Description

5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester is a chemical compound with the molecular formula C11H12N4O2. It is an ethyl ester derivative of 5-amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid, which is a member of the triazole family of compounds. This chemical is of interest in the field of medicinal chemistry, where it may be used as a building block for the synthesis of biologically active molecules. Its structure incorporates an amino group, a phenyl group, and a triazole ring, which are all common structural motifs found in pharmaceutical compounds. As an ethyl ester, it has the potential to be used in drug formulations or as a precursor for the synthesis of other chemicals.

InChI:InChI=1/C11H12N4O2/c1-2-17-11(16)9-10(12)15(14-13-9)8-6-4-3-5-7-8/h3-7H,2,12H2,1H3

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 622-37-7 Phenyl azide 
• 53591-51-8 2-Ethoxycarbonyl-N-phenylacetamidine hydrochloride 
• 13621-50-6 ethoxycarbonylthioacetamide 
• 5873-88-1 2-Ethoxycarbonyl-S-methylthioacetamidate hydrochloride 
• 62-53-3 aniline 
• 64-17-5 ethanol 
• 3099-82-9 benzene diazoniumchloride 

Downstream Products

• 62469-98-1 ethyl 5-anilino-1H-v-triazole-4-carboxylate 
• 94018-45-8 ethyl 5-acetylamino-1-phenyl-1H-1,2,3-triazole-4-carboxylate 
• 90543-08-1 1-Phenyl-5-(triphenylphosphoranylidenamino)-1,2,3-triazol-4-carbonsaeure-ethylester 
• 90323-78-7 5-amino-1-phenyl-1,2,3-triazole-4-carboxylic acid 
• 652986-14-6 N-[4-(ethoxycarbonyl)-1-phenyl-1,2,3-triazol-5-yl]-N'-phenylcarbodiimide 
• 90543-29-6 N'-<4-(Ethoxycarbonyl)-1-phenyl-1,2,3-triazol-5-yl>-O-ethyl-N-phenylisoharnstoff 
• 94018-10-7 6-ethyl-5-methyl-3-phenyl-3H-1,2,3-triazolo<4,5-d>pyrimidin-7(6)H-one 
• 94017-85-3 N,6-diethyl-5-methyl-3-phenyl-3H-1,2,3-triazolo<4,5-d>pyrimidin-7(6H)-imine 
• 94017-86-4 5-methyl-N,3,6-triphenyl-3H-1,2,3-triazolo<4,5-d>pyrimidin-7(6H)-imine 
• 62469-98-1 ethyl 5-(phenylamino)-2H-1,2,3-triazole-4-carboxylate 
• 885617-91-4 5-(4-bromo-phenyl)-6-(4-chloro-phenyl)-3-phenyl-3,6-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-7-one 
• 20271-38-9 C₉H₁₀N₆O 
• 1160050-82-7 5-phenylamino-2H-1,2,3-triazole-4-carbohydrazide 
• 863786-32-7 5-(4-chloro-phenyliminomethyleneamino)-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles via coupling reaction of diaminomaleonitrile with aromatic diazonium salts

A mild procedure for the preparation of 2-(5-amino-1-aryl-1H-1,2,3-triazol- 4-yl)-2-iminoacetonitriles and 2-(5-amino-1-aryl-1H-1,2,3-triazol-4-yl)-2- oxoacetonitriles was achieved by the reaction of diaminomaleonitrile and phenyl/substituted phenyl diazonium chlorides. 4-Nitrophenyl diazonium chloride afforded 2-amino-3-(3-(4-nitrophenyl)triaz-1-en-1-yl)maleonitrile. Triazole iminoacetonitrile and maleonitrile derivatives were reacted further with excess acetone and benzaldehyde with a catalytic amount of 1,8-diazabicyclo[5.4.0] undec-7-ene to yield 5-(5-imino-2,2-dimethyl-2,5-dihydrooxazol-4-yl)-3-aryl-3H- 1,2,3-triazol-4-amine and (E)-N-benzylidene-5-(5-imino-2-aryl-2,5-dihydrooxazol- 4-yl)-3-aryl-3H-1,2,3-triazol-4-amine, respectively. Two competitive reactions, i.e., nucleophilic substitution and nucleophilic addition, were observed when triazole oxoacetonitrile and maleonitrile derivatives were reacted with hydroxylamine hydrochloride in the presence of sodium acetate.

Ruthenium-catalyzed synthesis of 5-amino-1,2,3-triazole-4-carboxylates for triazole-based scaffolds: Beyond the Dimroth rearrangement

The 5-amino-1,2,3-triazole-4-carboxylic acid is a suitable molecule for the preparation of collections of peptidomimetics or biologically active compounds based on the triazole scaffold. However, its chemistry may be influenced by the possibility of under

Studies on v-Triazoles. Part I: Synthesis of 4,9-Dihydro-9-oxo-1H-v-triazolo quinolines by cyclization of 5-arylamino-v-triazole-4-carboxylic acids with polyphosphoric acid.

The cyclization of 5-arylamino-v-triazole-4-carboxylic acids with polyphosphoric acid leads to high yields of the corresponding 4,9-dihydro-9-oxo-v-triazolo quinolines which are potent antiallergic agents.