3213-91-0

Basic information

• Product Name: 3-Methyl-5-phenyl-1H-1,2,4-triazole
• Synonyms: 3-Methyl-5-phenyl-1H-1,2,4-triazole
• CAS NO: 3213-91-0
• Molecular Formula: C₉H₉N₃
• Molecular Weight: 159.18786
• Mol File: 3213-91-0.mol

Chemical Properties

• Melting Point: 164.5 °C
• Boiling Point: 354.1 °C at 760 mmHg
• Flash Point: 169.8 °C
• Appearance: /
• Density: 1.172 g/cm³
• PKA: 10.24±0.40(Predicted)
• CAS DataBase Reference: 3-Methyl-5-phenyl-1H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-5-phenyl-1H-1,2,4-triazole(3213-91-0)
• EPA Substance Registry System: 3-Methyl-5-phenyl-1H-1,2,4-triazole(3213-91-0)

Safety Data

• Hazardous Substances Data: 3213-91-0(Hazardous Substances Data)

Upstream product

• 87277-54-1 ethyl N-benzoylacetimidate 
• 31646-28-3 4-((methylthio)(phenyl)methylene) morpholinium iodide 
• 60576-61-6 acetamidrazone 
• 76226-64-7 4-(p-nitro-α-methylthiobenzylidene)morpholinium iodide 
• 77900-13-1 S-methylthioacetimidate hydroiodide 
• 613-94-5 benzoic acid hydrazide 
• 5333-86-8 ethyl benzimidate hydrochloride 
• 1068-57-1 acetic acid hydrazide 
• 1228801-83-9 1,2-bis(ethoxycarbonyl)-3-methyl-5-phenyl-2,3-dihydro-1H-1,2,4-triazole-3-carboxylic acid 
• 1670-14-0 benzamidine monohydrochloride 
• 75-05-8 acetonitrile 
• 124-42-5 acetamidine hydrochloride 
• 100-47-0 benzonitrile 
• 53970-37-9 benzamidrazonium iodide 

Downstream Products

• 1426444-28-1 2-(5-methyl-3-phenyl-1H-1,2,4-triazol-1-yl)ethanamine hydrochloride 
• 1426444-27-0 tert-butyl 2-(5-methyl-3-phenyl-1H-1,2,4-triazol-1-yl)ethylcarbamate 
• 104936-67-6 1-benzyl-5-methyl-3-phenyl-1H-1,2,4-triazole 
• 68301-11-1 1,5-dimethyl-3-phenyl-1H-1,2,4-triazole 
• 68301-12-2 1,3-dimethyl-5-phenyl-1H-1,2,4-triazole 

Relevant articles and documents

TBHP/TBAI–Mediated simple and efficient synthesis of 3,5-disubstituted and 1,3,5-trisubstituted 1H-1,2,4-triazoles via oxidative decarbonylation of aromatic aldehydes and testing for antibacterial activities

The author has developed a simple, efficient and eco–friendly convenient general method for synthesis of 3,5–disubstituted–1,2,4–triazoles and 1,3,5–trisubstituted–1,2,4–triazoles from 3–monosubstituted–1,2,4–triazoles and 1,3–disubstituted–1,2,4–triazoles respectively using tetrabutylammonium iodide (TBAI) as catalyst and TBHP as oxidant under mid reaction conditions. This method provides structurally diverse 3,5–disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles in good to excellent yields. 3,5–Disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles derivatives are biologically and pharmaceutically active molecules, and therefore, this protocol could be of wide applications in medicinal chemistry and organic chemistry.

Heterogeneous Copper(I)-Catalyzed Cascade Addition-Oxidative Cyclization of Nitriles with 2-Aminopyridines or Amidines: Efficient and Practical Synthesis of 1,2,4-Triazoles

The heterogeneous cascade addition-oxidative cyclization of nitriles with 2-aminopyridines or amidines was achieved in 1,2-dichlorobenzene or DMSO at 120-130 °C by using a 1,10-phenanthroline-functionalized MCM-41-supported copper(I) complex [Phen-MCM-41-

An efficient and recyclable heterogeneous catalytic system for the synthesis of 1,2,4-triazoles using air as the oxidant

Copper-zinc supported on Al2O3-TiO2 was found as a simple and efficient heterogeneous catalyst for the oxidative synthesis of 1,2,4-triazole derivatives using air as the green oxidant under ligand-, base- and additive-free conditions. The heterogeneous reactions carried out smoothly with a large range of substrates, including NO2-, vinyl-, pyrimidine- and imidazole-contained starting materials, and provided corresponding triazoles in moderate to excellent yields with low catalyst loading (1.6 mol%). Furthermore, the catalyst can be simply recycled many times without significant loss in catalytic activity. The Royal Society of Chemistry.

PDE10 MODULATORS

The present invention relates to compounds of formula (I) wherein R1, R2, R3, R5, W, X, X1, Y, Y1, Z and Z1 are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compounds inhibit PDE10A and can be used in the treatment of CNS disorders such as schizophrenia, Alzheimer's disease, and Parkinson's disease.

PDE10 MODULATORS

The present invention relates to compounds of formula (I) wherein R1, R2, R3, R5, W, X, X1, Y, Y1, Z and Z1 are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compounds inhibit PDE10A and can be used as medicaments.

Copper-catalyzed synthesis of 1,2,4-triazoles via sequential coupling and aerobic oxidative dehydrogenation of amidines

A convenient, efficient, and practical copper-catalyzed one-pot method for the synthesis of 1,2,4-triazoles has been developed via reactions of amidines. The procedure underwent sequential base-promoted intermolecular coupling (nucleophilic substitution) between two amidines and intramolecular aerobic oxidative dehydrogenation, and the inexpensive, convenient, and efficient method for the synthesis of 1,2,4-triazoles will attract much attention in academic and industrial research. Georg Thieme Verlag Stuttgart · New York.

Copper-mediated sequential C-N and N-N bond formation: Facile synthesis of symmetrical 1,2,4-triazoles

Via a one-pot process, catalyzed by Cu(OAc)2, a series of 3,5-disubstituted 4H-1,2,4-triazoles was conveniently and efficiently synthesized by using low-toxicity, stable, readily available, inexpensive amidine hydrochloride. Georg Thieme Verlag Stuttgart New York.

Synthesis of 1,2,4-Triazolines and triazoles utilizing oxazolones

We describe herein a convenient method for the synthesis of 1,2,4-triazolines using oxazolones and azodicarboxylates. Subsequent treatment of these 1,2,4-triazolines with NaOH provides efficient access to the corresponding triazoles.

Substituent effects on the electron transfer-initiated photochemical transformation of 1,2,4-triazole-substituted α-dehydroarylalaninamides into 2(1H)-quinolinone derivatives

An investigation was undertaken to elucidate substituent effects on the photoreactivity of 1,2,4-triazole-substituted α-dehydroarylalaninamides [(Z)-1] as well as on the selectivity of 2(1H)-quinolinone derivatives (2) from a synthetic point of view. It was found that photoinduced electron transfer-initiated cyclization of (Z)-1 bearing a meta-substituted phenyl or a 4-substituted naphthalen-1-yl group in methanol proceeds with a moderate to good efficiency affording the corresponding product 2 in a selectivity ranging from 33 to 100%.

Facile synthesis of 1,2,4-triazoles via a copper-catalyzed tandem addition-oxidative cyclization

A simple one-step synthesis of 1,2,4-triazole derivatives is provided by a copper-catalyzed oxidative coupling reaction under an atmosphere of air. The process should consist of sequential N-C and N-N bond-forming copper-catalyzed oxidative coupling reactions. Starting materials and the copper catalyst are readily available and inexpensive. A wide range of functional groups are tolerated to achieve chemical diversity.