59907-22-1

Basic information

• Product Name: N-(2-METHYL-6-NITRO-PHENYL)-ACETAMIDE
• Synonyms: N-(2-METHYL-6-NITRO-PHENYL)-ACETAMIDE;Acetamide, N-(2-methyl-6-nitrophenyl)-;4-(4-chlorophenoxy)-3,5-difluorobenzene-1-sulfonyl chloride;6'-NITRO-ORTHO-ACETOTOLUIDIDE;2’-Methyl-6’-nitroacetanilide
• CAS NO: 59907-22-1
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.1873
• Mol File: 59907-22-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 375.3 °C at 760 mmHg
• Flash Point: 180.8 °C
• Appearance: /
• Density: 1.289 g/cm³
• Vapor Pressure: 7.87E-06mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: N-(2-METHYL-6-NITRO-PHENYL)-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-METHYL-6-NITRO-PHENYL)-ACETAMIDE(59907-22-1)
• EPA Substance Registry System: N-(2-METHYL-6-NITRO-PHENYL)-ACETAMIDE(59907-22-1)

Safety Data

• Hazardous Substances Data: 59907-22-1(Hazardous Substances Data)

Usage

General Description

N-(2-Methyl-6-nitro-phenyl)-acetamide is a chemical compound with the molecular formula C9H10N2O3. It is a yellow solid that is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. N-(2-METHYL-6-NITRO-PHENYL)-ACETAMIDE has a nitro group and a methyl group attached to a phenyl ring, as well as an acetamide group. It is important to handle this chemical with care as it may be harmful if ingested, inhaled, or absorbed through the skin. Additionally, it is also important to store and dispose of it in a safe and environmentally responsible manner.

InChI:InChI=1/C9H10N2O3/c1-6-4-3-5-8(11(13)14)9(6)10-7(2)12/h3-5H,1-2H3,(H,10,12)

Upstream product

• 570-24-1 2-Methyl-6-nitroaniline 
• 108-24-7 acetic anhydride 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 82344-53-4 N,N-diacetyl-6-nitro-o-toluidine 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 60-35-5 acetamide 
• 41085-43-2 2-bromo-3-nitrotoluene 
• 95-53-4 o-toluidine 

Downstream Products

• 570-24-1 2-Methyl-6-nitroaniline 
• 90417-80-4 2-acetylamino-3-nitro-benzoic acid 
• 56207-35-3 acetic acid-(2-methyl-4,6-dinitro-anilide) 
• 857370-94-6 2-Methyl-6-nitro-phenylamine; hydrochloride 
• 84445-92-1 2-amino-6-methylacetanilide 
• 6277-17-4 2-iodo-3-nitrotoluene 
• 144610-61-7 1,8-bis(5,5'-bis(benzyloxycarbonyl)-4,4'-diethyl-3,3'-dimethyl-2,2'-dipyrrylmethyl)biphenylene 
• 27231-33-0 7-methyl-1H-benzo[d]imidazole-2-thiol 
• 84445-81-8 1-acetyl-4-methylbenzimidazole 
• 84445-91-0 1-acetyl-7-methylbenzimidazole 
• 776-35-2 9,10-dihydrophenanthrene 
• 5398-69-6 2-iodo-3-nitrobenzoic acid 
• 606-18-8 3-nitroanthranilic acid 
• 54302-37-3 acetic acid-(2,4-diamino-6-methyl-anilide) 

Relevant articles and documents

Synthesis method of key raw material 2-chloro-6-methylaniline of dasatinib

The invention discloses a synthetic method of a key raw material 2-chloro-6-methylaniline of dasatinib. The method comprises the following steps: firstly, protecting a 1-site amino group of 2-nitro-6-methylaniline, then reducing a 2-site nitro group of 2-nitro-6-methylaniline into an amino group, then carrying out diazotization reaction, carrying out chlorine substitution on the 2-site amino group by using cuprous chloride, and finally, carrying out acidolysis to remove a 1-site amino protecting group to obtain 2-chlorine-6-methylaniline. The method has the advantages of cheap and easily available raw materials, easily controllable reaction, simple operation steps, simple post-treatment, recyclable solvents, small pollution, and suitableness for large-scale production of generative enterprises.

Selectivity of the complexation reactions of four regioisomeric methylcamphorquinoxaline ligands with gold(III): X-ray, NMR and DFT investigations

Reported are the synthesis, spectral and structural characteristics of new quinoxaline-related regioisomeric ligands L1-L4 (1,x,11,11-tetramethyl-1,2,3,4-tetrahydro-1,4-methanophenazine, x = 7, 8, 9 and 6, respectively) and their mononuclear Au(III) complexes (1-4). Fusion of the camphor moiety to the quinoxaline core made two N-atoms of quinoxaline nonequivalent while the introduction of a methyl-substituent at positions 6-9 enabled a tuning of coordination properties of L1-L4. Gold(III) complexes 1-4 and ligands L1-L4 have been studied in detailed by 1D and 2D NMR and the structures of 1-4 have been determined by X-ray crystallography. The results of these analyses revealed a regiospecific coordination of Au(III) to the sterically less hindered N-5 atom (spatially close to the non-substituted bridgehead carbon) of L1-L3, and to N-10 (spatially close to the methyl-substituted bridgehead carbon) of L4. The results of DFT calculations shed light on disparate coordination modes of L1-L4 toward the AuCl3 fragment and explain formation of single coordination products in high yield.

Discovery and optimization of benzotriazine Di-N-oxides targeting replicating and nonreplicating mycobacterium tuberculosis

Compounds bactericidal against both replicating and nonreplicating Mtb may shorten the length of TB treatment regimens by eliminating infections more rapidly. Screening of a panel of antimicrobial and anticancer drug classes that are bioreduced into cytotoxic species revealed that 1,2,4-benzotriazine di-N-oxides (BTOs) are potently bactericidal against replicating and nonreplicating Mtb. Medicinal chemistry optimization, guided by semiempirical molecular orbital calculations, identified a new lead compound (20q) from this series with an MIC of 0.31 μg/mL against H37Rv and a cytotoxicity (CC 50) against Vero cells of 25 μg/mL. 20q also had equivalent potency against a panel of single-drug resistant strains of Mtb and remarkably selective activity for Mtb over a panel of other pathogenic bacterial strains. 20q was also negative in a L5178Y MOLY assay, indicating low potential for genetic toxicity. These data along with measurements of the physiochemical properties and pharmacokinetic profile demonstrate that BTOs have the potential to be developed into a new class of antitubercular drugs.