28169-46-2

Usage

Uses

Used in Organic Synthesis:
3,5-Dinitro-2-methylbenzoic acid is used as a key intermediate in the synthesis of heterocyclic derivatives, which are important compounds in the pharmaceutical and chemical industries. These heterocyclic derivatives have a wide range of applications, including medicinal chemistry, agrochemicals, and materials science.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-dinitro-2-methylbenzoic acid is used as a starting material for the synthesis of isoquinolone, a class of compounds with potential applications in the development of new drugs. Isoquinolone derivatives have been found to possess various biological activities, such as anti-inflammatory, analgesic, and anti-cancer properties.
Used in Chemical Research:
3,5-Dinitro-2-methylbenzoic acid is also utilized in chemical research for the development of new synthetic methods and the study of reaction mechanisms. Its unique structure allows for the exploration of various chemical transformations and the synthesis of novel compounds with potential applications in different fields.

Purification Methods

Crystallise the acid from H2O or aqueous EtOH. The ammonium salt forms yellow crystals from EtOH with m 218-219o, and the urea salt has m 189-190o (prisms from EtOH). [Beilstein 9 H 474, 9 II 323, 9 III 2316.]

InChI:InChI=1/C8H6N2O6/c1-4-6(8(11)12)2-5(9(13)14)3-7(4)10(15)16/h2-3H,1H3,(H,11,12)/p-1

Upstream product

• 118-90-1 ortho-methylbenzoic acid 
• 1975-50-4 2-methyl-3-nitrobenzic acid 
• 52090-24-1 methyl 2-methyl-3,5-dinitrobenzoate 
• 1975-52-6 5-nitro-o-toluic acid 
• 7697-37-2 nitric acid 
• 527-85-5 o-Methylbenzamid 
• 59382-59-1 2-methyl-3-nitro-benzoic acid methyl ester 
• 77324-87-9 methyl 2-methyl-5-nitrobenzoate 
• 89-71-4 2-Methyl-benzoic acid methyl ester 
• 939-83-3 2-cyano-4-nitrotoluene 

Downstream Products

• 52090-24-1 methyl 2-methyl-3,5-dinitrobenzoate 
• 27930-14-9 N,N,2-trimethyl-3,5-dinitrobenzamide 
• 27715-66-8 N,N-Diethyl-2-methyl-3,5-dinitrobenzamid 
• 35572-78-2 2-amino-4,6-dinitrotoluene 
• 99-34-3 3,5-dinitrobenzoic acid 
• 4277-02-5 3,5-dinitrophthalic acid 
• 148-01-6 zoalene 
• 854646-60-9 2-methyl-3,5-dinitrobenzoic acid ethyl ester 
• 873055-22-2 6-amino-1H-indole-4-carboxylic acid ethyl ester 
• 952665-27-9 (E)-ethyl 2-(2-(dimethylamino)vinyl)-3,5-dinitrobenzoate 
• 873055-21-1 2-(2-dimethylamino-vinyl)-3,5-dinitro-benzoic acid ethyl ester 
• 103956-00-9 methyl 6-amino-1H-indole-4-carboxylate 
• 1476030-84-8 3-(2-chlorophenyl)-5,7-dinitro-3,4-dihydronaphthalene-2-carbaldehyde 

Relevant academic research and scientific papers

Preparation method of 3, 5-dinitro-2-methylbenzoic acid

The invention discloses a preparation method of 3, 5-dinitro-2-methylbenzoic acid. The preparation method comprises the following steps: carrying out nitration reaction on o-toluic acid and nitrite in a mixed solvent of an organic solvent and water under the action of visible light by utilizing a supported photocatalyst, and carrying out post-treatment after the reaction is ended, thereby obtaining the 3, 5-dinitro-2-methylbenzoic acid. The method has the characteristics that the raw materials are easy to obtain, the reaction conditions are mild and easy to control, the catalyst can be recycled, the yield is high, and the method is relatively environment-friendly, and has important application significance.

A 3, 5 - dinitro-methyl benzoic acid preparation method and device

The invention discloses a preparation method and device for 3,5-binitro-o-methylbenzoic acid. According to the key point of the technical scheme, the device comprises a first measuring tank, a second measuring tank and a third measuring tank, wherein the first measuring tank and the second measuring tank are connected with a first measuring pump and a second measuring pump respectively through pipelines, the first measuring pump and the second measuring pump are respectively connected with a first mixer through pipelines, the first mixer is connected with a first tubular reactor through a pipeline, the third measuring tank is connected with a third measuring pump through a pipeline, the third measuring pump and the first tubular reactor are connected with a second mixture respectively through pipelines, the second mixer is connected with a second tubular reactor through a pipeline, and the second tubular reactor is connected with a product receiving device through a pipeline. The process for producing 3,5-binitro-o-methylbenzoic acid by virtue of the device is high in safety.

Synthesis method of zoalene

The invention discloses a synthesis method of zoalene, belonging to the technical field of pharmaceutical engineering. The method comprises the following steps: A. nitration process, B. acylating chlorination process, and C. ammonifying process, wherein in the step A, a process of recycling concentrated sulfuric acid is set, specifically, the collected waste acid is treated by reduced pressure distillation and is concentrated, sulfur trioxide is then added into the treated waste acid, and the newly prepared concentrated sulfuric acid is added into a reaction kettle again for carrying out a nitration reaction; in the step C, a process of recycling waste ammonia water is set. By recycling and reusing raw materials, the method does not cause accumulative increment of sulfuric acid and ammonia water, thus improving the utilization rate of the raw materials and lowering the production cost; furthermore, the method reduces the treatment cost of the waste acid and the waste ammonia water and greatly reduces the discharge amount of waste water, thus having an important significance for environmental protection.

Synthesis of 2-methyl-1,5-dinitro-3- and 2-methyl-1,3-dinitro-5-(trifluoromethyl)benzenes and their transformation into 6-nitro-4-(trifluoromethyl)- and 4-nitro-6-(trifluoromethyl)-1H-indoles

A facile two-step synthesis of 2-methyl-1,5-dinitro-3- and 2-methyl-1,3-dinitro-5-(trifluoromethyl)benzenes is described. The first step is the nitration of otho- and para-methylbenzoic acids to furnish the corresponding dinitroacids. The dinitroacids then react with sulfur tetrafluoride to provide the corresponding trifluoromethylated products. The latter are easily transformed into 6-nitro-4-(trifluoromethyl)- and 4-nitro-6-(trifluoromethyl)-1H-indoles by applying the Batcho-Leimgruber synthetic protocol.

Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases

The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

An atom economical method for the direct synthesis of quinoline derivatives from substituted o-nitrotoluenes

A highly efficient one-pot procedure for the preparation of substituted quinolines from substituted o-nitrotoluenes with electron-withdrawing groups and olefins (acrylic esters and acrylonitriles) using a cesium catalyst has been developed. A plausible [2+4] cycloaddition mechanism is proposed. This method uses nitroaromatic compounds as the starting materials to give quinoline derivatives in good to high yields under mild conditions with no transition metal catalysis. It provides an atom economical pathway for the synthesis of quinoline derivatives which could be used in industrial processes.

MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS

The present invention relates to modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator, compositions thereof, and methods therewith. The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators.

COMPOSITIONS FOR TREATMENT OF CYSTIC FIBROSIS AND OTHER CHRONIC DISEASES

The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

Aromatic nitration using nitroguanidine and EGDN

Acid catalyzed nitration has been examined using a variety of novel nitration agents: guanidine nitrate (GN) and nitroguanidine (NQ) as well as the simple nitrate ester, ethylene glycol dinitrate (EGDN). Reactions with either activated or deactivated aromatic substrates proceed rapidly and in high yield. Regioselectivity was similar for all nitrating agents examined. The synthetic advantages of liquid EGDN include high solubility in organic solvents, strong nitration activity and ease of preparation.

Modulators of ATP-binding cassette transporters

Compounds of the present invention and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.