4315-13-3

Usage

Uses

Used in Organic Synthesis:
3,4-Dimethyl-2-nitro-benzoic acid is used as a building block in organic synthesis for the creation of various chemical compounds. Its unique structure allows for the formation of a wide array of derivatives, making it a valuable component in the synthesis of complex organic molecules.
Used as a pH Indicator:
3,4-DIMETHYL-2-NITRO-BENZOIC ACID also functions as a pH indicator, leveraging its chemical properties to change color in response to variations in pH levels. This characteristic makes it useful in analytical chemistry and other applications where pH monitoring is required.
Used in Pharmaceutical Manufacturing:
3,4-Dimethyl-2-nitro-benzoic acid and its derivatives are utilized in the manufacturing of pharmaceuticals. Their potential biological activities, such as antimicrobial, anti-inflammatory, and antioxidant properties, make them promising candidates for the development of new drugs and treatments.
Used in Dye and Pigment Production:
In the dye and pigment industry, 3,4-dimethyl-2-nitro-benzoic acid is employed for the production of various dyes and pigments. Its chemical structure contributes to the color characteristics and stability of these products, which are used in a wide range of applications, including textiles, plastics, and printing inks.
Safety Considerations:

Upstream product

• 49666-83-3 1-(3,4-dimethyl-2-nitro-phenyl)-ethanone 
• 619-04-5 3,4-dimethylbenzoic acid 
• 3637-01-2 3,4-dimethylacetophenone 
• 95-47-6 o-xylene 

Downstream Products

• 74319-97-4 3,4-Dimethyl-2-nitrobenzoylchlorid 
• 64823-23-0 3,4-Dimethyl-2-nitroanilin 
• 74319-98-5 3,4-Dimethyl-2-nitrobenzamid 
• 74319-99-6 3,4-Dimethyl-2-nitrobenzolsulfonylchlorid 
• 31928-19-5 methyl 3,4-dimethyl-2-nitrobenzoate 
• 50419-58-4 2-amino-3,4-dimethylbenzoic acid 

Relevant academic research and scientific papers

MOLECULES HAVING CERTAIN PESTICIDAL UTILITIES, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES RELATED THERETO

This disclosure relates to compounds having pesticidal utility against pests in phyla Nematoda, Arthropoda, and/or Mollusca, processes to produce such compounds and intermediates used in such processes, compositions containing such compounds, and processes of using such compounds against such pests. These compounds/molecules may be used, for example, as nematicides, acaricides, insecticides, miticides, and/or molluscicides. This document discloses compounds having the following formula (Formula One and/or Formula One-A).

An improved synthesis of 5,6-dimethylxanthenone-4-acetic acid (DMXAA)

5,6-Dimethylxanthenone-4-acetic acid (DMXAA) is a novel anticancer agent with a number of unique activities, and is in clinical trial. The current synthesis of DMXAA involves six steps, beginning with a heterogeneous reaction to form an isonitrosoacetanilide, and gives an overall yield of 11% from 2,3-dimethylaniline. We report an alternative synthesis of the key intermediate 3,4-dimethylanthranilic acid via nitration of 3,4-dimethylbenzoic acid and separation of the key desired isomer by ready crystallisation. This, together with improvements in the rest of the synthesis, provide a shorter and higher-yielding route to DMXAA (22% overall from 3,4-dimethylbenzoic acid).

Zur Synthese sulfonierter Derivate von 2,3-Dimethylanilin und 3,4-Dimethylanilin

Baking the hydrogensulfate salt of 2,3-dimethylaniline (1) or of 3,4-dimethylaniline (2) led to 4-amino-2,3-dimethylbenzenesulfonic acid (4) and 2-amino-4,5-dimethylbenzenesulfonic acid (5), respectively (Scheme 1).The sulfonic acid 5 was also obtained by treatment of 2 with sulfuric acid or by reaction of 2 with amido-sulfuric acid. 3-Amino-4,5-dimethylbenzenesulfonic acid (3) and 5-amino-2,3-dimethylbenzenesulfonic acid (6) were prepared by sulfonation of 1,2-dimethyl-3-nitrobenzene (9) to 3,4-dimethyl-5-nitrobenzenesulfonic acid (11) and of 1,2-dimethyl-4-nitrobenzene (10) to 2,3-dimethyl-5-nitrobenzenesulfonic acid (12), respectively, with subsequent Bechamp reduction (Scheme 1).Preparations of 2-amino-3,4-dimethylbenzenesulfonic acid (7) and of 6-amino-2,3-dimethylbenzenesulfonic acid (8) were achieved by the sulfur dioxide treatment of the diazonium chlorides derived from 3,4-dimethyl-2-nitroaniline (24) and from 2,3-dimethyl-6-nitroaniline (31) to 3,4-dimethyl-2-nitrobenzenesulfonyl chloride (29) and 2,3-dimethyl-6-nitrobenzenesulfonyl chloride (32), respectively, followed by hydrolysis to 3,4-dimethyl-2-nitrobenzenesulfonic acid (30) and 2,3-dimethyl-6-nitrobenzenesulfonic acid (33), and final reduction (Scheme 3).Compound 7 was also synthesized by reaction of 4-chloro-2,3-dimethylaniline (23) with amidosulfuric acid to 2-amino-5-chloro-3,4-dimethylbenzenesulfonic acid (20) and subsequent hydrogenolysis (Scheme 2). 4'-Bromo-2',3'-dimethyl-acetanilide (13) and 4'-chloro-2',3'-dimethyl-acetanilide (14) on treatment with oleum yielded 5-acetylamino-2-bromo-3,4-dimethylbenzenesulfonic acid (17) and 5-acetylamino-2-chloro-3,4-dimethylbenzenesulfonic acid (18), respectively.Their structures were proven by hydrolysis to 5-amino-2-bromo-3,4-dimethylbenzenesulfonic acid (21) and 5-amino-2-chloro-3,4-dimethylbenzenesulfonic acid (22), followed by reductive dehalogenation to 3.Reaction of 1 with sulfuric acid gave a mixture of 3,4 and 7, whereas sulfonation of 2',3'-dimethyl-acetanilide with subsequent hydrolysis led to a mixture of 3 and 4.Treatment of 3',4'-dimethyl-acetanilide with oleum followed by hydrolysis resulted in the formation of mainly 5 and a small amount of unknown product.