6262-23-3

Basic information

• Product Name: 4-methyl-N,N'-m-phenylenediformamide
• Synonyms: 2,4-diformamidotoluene;4-methyl-N,N'-m-phenylenediformamide;N,N'-diformyl-1,3-diamino-6-methylbenzene;N,N'-(4-Methyl-1,3-phenylene)bisformamide
• CAS NO: 6262-23-3
• Molecular Formula: C₉H₁₀N₂O₂
• Molecular Weight: 178.1879
• EINECS: 228-414-9
• Mol File: 6262-23-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 476.5°Cat760mmHg
• Flash Point: 223.7°C
• Appearance: /
• Density: 1.279g/cm³
• CAS DataBase Reference: 4-methyl-N,N'-m-phenylenediformamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N,N'-m-phenylenediformamide(6262-23-3)
• EPA Substance Registry System: 4-methyl-N,N'-m-phenylenediformamide(6262-23-3)

Safety Data

• Hazardous Substances Data: 6262-23-3(Hazardous Substances Data)

Usage

General Description

4-methyl-N,N'-m-phenylenediformamide is a chemical compound comprised of a formamide group and a methyl group attached to the 4-position of the phenylene ring. It is commonly used as a building block in the synthesis of various organic compounds and pharmaceuticals. This chemical has a molecular formula C9H10N2O and a molecular weight of 162.19 g/mol. It is a white crystalline solid that is moderately soluble in water and has a melting point of around 154-156°C. 4-methyl-N,N'-m-phenylenediformamide is primarily used in research and development labs for its role as an intermediate in organic synthesis and pharmaceutical production.

Upstream product

• 64-18-6 formic acid 
• 95-80-7 4-methylbenzene-1,3-diamine 
• 121-14-2 2,4-dinitrotoluene 
• 606-20-2 2,6-dinitrotoluene 
• 107-31-3 Methyl formate 
• 854701-62-5 N-(3-amino-4-methylphenyl)formamide 

Relevant articles and documents

Chromium-catalysed efficient: N -formylation of amines with a recyclable polyoxometalate-supported green catalyst

A simple and efficient protocol for the formylation of amines with formic acid, catalyzed by a polyoxometalate-based chromium catalyst, is described. Notably, this method shows excellent activity and chemoselectivity for the formylation of primary amines; diamines have also been successfully employed. Importantly, the chromium catalyst is potentially non-toxic, environmentally benign and safer than the widely used high valence chromium catalysts such as CrO3 and K2Cr2O7. The catalyst can be recycled several times with a negligible impact on activity. Finally, a plausible mechanism is provided based on the observation of intermediate and control experiments.

A green route to polyurethanes: Oxidative carbonylation of industrially relevant aromatic diamines by CO2-based methyl formate

The oxidative carbonylation of toluene-2,4-diamine (TDA) with methyl formate (MF), which can be produced from CO2, provides a possible route for the non-phosgene production of isocyanate precursors and enables a valuable utilization of the greenhouse gas. Extensive analysis of the product spectrum has provided detailed insight into the reaction network leading to the target product toluene-2,4-dicarbamate (TDC) and the most important side products. The most prominent one has been identified as methylene-bridged tetracarbamate 5, which is also an interesting precursor for applications in polyurethane chemistry. The side products are caused by three different reaction paths: N-formylation by MF, condensation with in situ formed formaldehyde, and N-methylation by in situ formed dimethyl carbonate (DMC). The influence of the catalyst on product distribution was evaluated for PdCl2/CuCl2 and a large number of heterogeneous Pd-catalysts. The oxidic support materials ZrO2, CeO2 and SiO2 were found to partially suppress the undesired side reactions leading to higher yields of TDC and tetracarbamate 5. The ratio of TDC to 5 was demonstrated to be affected significantly by the choice of the support. The synthetic protocol was extended to the synthesis of dicarbamates from 4,4′-methylenedianiline (MDA) and 2,4-diaminomesitylene (17). These results encourage further investigations into the design of selective catalysts for the production of isocyanate precursors from CO2 as a C1 source.

PROCESS FOR THE PREPARATION OF AROMATIC FORMAMIDES

The invention relates to a process for the preparation of formamides by reacting aromatic amines with a formic acid ester in the presence of a catalyst, wherein the catalyst is a phosphorus-containing acid or a Lewis-acidic metal salt.