6299-94-1

Basic information

• Product Name: 3-METHYLBENZO[1,2,4]TRIAZINE
• Synonyms: 3-METHYLBENZO[1,2,4]TRIAZINE ;1,2,4-Benzotriazine, 3-methyl-;3-Methylbenzo[e][1,2,4]triazine
• CAS NO: 6299-94-1
• Molecular Formula: C₈H₇N₃
• Molecular Weight: 145.16128
• Mol File: 6299-94-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 303.3°Cat760mmHg
• Flash Point: 142.9°C
• Appearance: /
• Density: 1.214g/cm³
• Vapor Pressure: 0.00169mmHg at 25°C
• Refractive Index: 1.642
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-METHYLBENZO[1,2,4]TRIAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLBENZO[1,2,4]TRIAZINE(6299-94-1)
• EPA Substance Registry System: 3-METHYLBENZO[1,2,4]TRIAZINE(6299-94-1)

Safety Data

• Hazardous Substances Data: 6299-94-1(Hazardous Substances Data)

Usage

General Description

3-Methylbenzo[1,2,4]triazine is a chemical compound with the molecular formula C8H6N2. It is commonly known as Methylcarbazole or 3-Methylbenzo[c][1,2,4]triazine. It is a heterocyclic compound that is widely used in the agricultural industry as a herbicide. Its chemical structure consists of a benzene ring fused with a triazine ring, with a methyl group attached to the benzene ring. 3-Methylbenzo[1,2,4]triazine is known for its selective herbicidal properties and is used to control weeds in various crops. It is relatively stable and non-volatile, making it suitable for agricultural applications. However, it is important to handle this chemical with care as it can be harmful if ingested or inhaled.

InChI:InChI=1/C8H7N3/c1-6-9-7-4-2-3-5-8(7)11-10-6/h2-5H,1H3

Upstream product

• 14674-17-0 acetic acid 2-(2-nitrophenyl)hydrazide 
• 4413-30-3 N,N'-diphenyl-C-methylformazan 
• 6299-91-8 N'-(2-aminophenyl)acetohydrazide 
• 104273-21-4 3-(2-acetamidophenyl)sydnone 
• 3034-19-3 (2-nitrophenyl)hydrazine 
• 1493-27-2 ortho-nitrofluorobenzene 
• 62-53-3 aniline 
• 19591-17-4 o-iodoacetanilide 

Downstream Products

• 95-14-7 1,2,3-Benzotriazole 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 83325-78-4 3-methyl-1,2,4-benzotriazine-2-oxide 
• 51110-87-3 3-methyl-1,2,4-benzotriazine-1-oxide 
• 71503-85-0 3-methyl-1,2,4-benzotriazine-1,4-dioxide 

Relevant articles and documents

Synthesis of 1,2,4-Benzotriazines via Copper(I) Iodide/1 H -Pyrrole-2-carboxylic Acid Catalyzed Coupling of o -Haloacetanilides and N -Boc Hydrazine

Coupling of o-haloacetanilides and N-Boc hydrazine proceeded at room temperature under the catalysis of CuI/1H-pyrrole-2-carboxylic acid. The coupling products underwent oxidation to afford the azo compounds, which were subjected to deprotection with TFA

Electrochemical reduction of o-nitrophenylhydrazides into 1,2,4-benzotriazines.

Phenylhydroxylamines, obtained in aqueous medium, by electroreduction of o-nitrophenylhydrazides (o-NO2-C6H4-NH-NHCOR), undergo a disproportionation reaction leading finally to the corresponding o-amino compound; the latter partially rearranges into an o-amidophenylhydrazine (o-RCONH-C6H4-NH-NH2).In a basic media, the disproportionation reaction is concurrent with a ring closure of the intermediate hydroxylamine giving rise to a 1,2,4-benzotriazine.The latter is also obtained by anodic oxidation of the amine, mixed with anilide resulting from the hydrazine oxidation.Electroreduction, immediately followed by an anodic oxidation gives rise to about 50percent yield in the expected triazine.In an acidic media, disproportionation is faster, but the resulting amine undergoes a ring closure reaction into dihydrobenzotriazine when R = H or CH3.Subsequent oxidation of the latter gives rise to 75percent yield of the triazine, mixed with N-aminobenzimidazole resulting from the hydrazine.When R = Ph, the amine is stable but only very poor yields of triazine are obtained by anodic oxidation; the major evolution is probably the formation of an unstable benzoylbenzotriazole.Key words: cyclic voltammetry, controlled potential reduction and oxidation, 1,2,4-benzotriazine, 1-amino-2-alkylbenzimidazoles, organic electrosynthesis.

Pyrido[3,4-e]-1,2,4-triazines and related heterocycles as potential antifungal agents

The preparation and biological activities of a series of pyrido[3,4-e]-1,2,4-triazines, 1,2,4-triazino[5,6-c]quinolines, and related fused triazines are described. Methyl, amino, and acylamino substituents were placed in the pyridyl ring of the former system. Other structural modifications included various alkyl, cycloalkyl, substituted phenyl, and heterocyclic groups in the 3-position of these ring systems. In agar dilution assays, actives in this series inhibited strains of Candida, Aspergillus, Mucor, and Trychophyton species at MIC's of ≤ 16 μg/mL.