7149-69-1

Usage

Uses

1,3-Dichloro-2-methyl-5-nitrobenzene is used as an intermediate in the synthesis of various chemical compounds. Its specific applications can vary, but it is typically involved in chemical reactions that require the presence of halogen atoms connected to the aromatic ring.
Used in Chemical Synthesis:
1,3-Dichloro-2-methyl-5-nitrobenzene is used as a starting material for the production of other organic compounds. Its unique structure allows for further chemical modifications, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
1,3-Dichloro-2-methyl-5-nitrobenzene is used as a model compound in academic and industrial research settings. Its properties and reactivity can provide insights into the behavior of other aromatic halides, contributing to the development of new synthetic methods and applications.
Used in Material Science:
1,3-Dichloro-2-methyl-5-nitrobenzene is used as a component in the development of new materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of novel materials with enhanced characteristics, such as improved stability or reactivity.

InChI:InChI=1/C7H5Cl2NO2/c1-4-6(8)2-5(10(11)12)3-7(4)9/h2-3H,1H3

Upstream product

• 99-99-0 1-methyl-4-nitrobenzene 
• 19853-82-8 2,4-dichloro-3-methyl-6-nitro-aniline 
• 121-86-8 2-chloro-4-nitrotoluene 
• 7782-50-5 chlorine 
• 7705-08-0 iron(III) chloride 
• 942069-73-0 2-(3,5-dichloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 858006-25-4 2,6-dichloro-3,4-dinitro-toluene 
• 7647-18-9 antimonypentachloride 

Downstream Products

• 22509-50-8 2,6-dichloro-4-nitrobenzoic acid 
• 54730-35-7 3,5-dichloro-4-methylaniline 
• 858006-25-4 2,6-dichloro-3,4-dinitro-toluene 
• 19853-82-8 2,4-dichloro-3-methyl-6-nitro-aniline 
• 19853-81-7 acetic acid-(2,4-dichloro-3-methyl-6-nitro-anilide) 
• 1533425-15-8 1,3-dichloro-5-isothiocyanato-2-methylbenzene 
• 1533434-93-3 (Z)-methyl N'-cyano-N-(3,5-dichloro-4-methylphenyl)carbamimidothioate 
• 1533424-25-7 N³-(3,5-dichloro-4-methylphenyl)-1H-[1,2,4]triazole-3,5-diamine 
• 1533425-52-3 2,6-dichloro-4-nitro-N-phenylbenzamide 
• 1533425-53-4 4-amino-2,6-dichloro-N-phenylbenzamide 
• 1533425-54-5 2,6-dichloro-4-isothiocyanato-N-phenylbenzamide 
• 1533424-49-5 4-(5-amino-1H-[1,2,4]triazol-3-ylamino)-2,6-dichloro-N-phenylbenzamide 
• 1533425-56-7 (2,6-dichloro-4-nitrophenyl)(pyrrolidin-1-yl)methanone 
• 1533425-57-8 (4-amino-2,6-dichlorophenyl)(pyrrolidin-1-yl)methanone 

Relevant academic research and scientific papers

NOVEL COMPOUNDS AND THEIR USES AS THYROID HORMONE RECEPTOR AGONISTS

A compound of formula (I) or (Ia), or a tautomer or a pharmaceutically acceptable salt thereof is provided. Compounds of formula (II) to (V), or a tautomer or a pharmaceutically acceptable salt thereof are also provided. These compounds and the pharmaceutical compositions containing them are useful for the treatment of diseases such as obesity, hyperlipidemia, hypercholesterolemia and diabetes and other related disorders and diseases, and may be useful for other diseases such as NASH, atherosclerosis, cardiovascular diseases, hypothyroidism, thyroid cancer and other disorders and diseases related thereto． (I), (Ia)

meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C?H Borylation

Herein, we report the meta-nitration of arenes bearing ortho/para directing group(s) using the iridium-catalyzed C?H borylation reaction followed by a newly developed copper(II)-catalyzed transformation of the crude aryl pinacol boronate esters into the corresponding nitroarenes in a one-pot fashion. This protocol allows the synthesis of meta-nitrated arenes that are tedious to prepare or require multistep synthesis using the existing methods. The reaction tolerates a wide array of ortho/para-directing groups, such as ?F, ?Cl, ?Br, ?CH3, ?Et, ?iPr ?OCH3, and ?OCF3. It also provides regioselective access to the nitro derivatives of π-electron-deficient heterocycles, such as pyridine and quinoline derivatives. The application of this method is demonstrated in the late-stage modification of complex molecules and also in the gram-scale preparation of an intermediate en route to the FDA-approved drug Nilotinib. Finally, we have shown that the nitro product obtained by this strategy can also be directly converted to the aniline or hindered amine through Baran's amination protocol.

A convenient synthesis of a lymphocyte function-associated antigen-1 (LFA-1) antagonist of 'Compound 4'

The lymphocyte function-associated antigen-1 (LFA-1) antagonist of 'Compound 4' was synthesised by a convenient route using cheap, commercially available starting materials and catalysts under mild reaction conditions and by easily handled reactions. The total yield in the preparation of 'Compound 4' was more than 38% via Sonogashira coupling of an iodide and an alkyne, reduction of the alkyne catalysed by Raney nickel and later steps involving hydrolysis of an ester, condensation of an acid and an amine and a final hydrolysis of an ester.

A kind of the second aryl amine derivative and its preparation method, pharmaceutical composition and use thereof

The invention provides diarylamide type derivatives having a structure shown as a formula (I) as follows, or pharmaceutically acceptable salts thereof, a preparing method of the derivatives, compositions containing the derivatives and the pharmaceutically acceptable salts, and medicine uses of the derivatives and the pharmaceutically acceptable salts. The diarylamide type derivatives having the structure shown as the formula (I) or the pharmaceutically acceptable salts thereof have antagonistic effects on FXR. Integral animal experiments show that the compounds have effects of decreasing blood sugar and reducing blood fat. The compounds can be used for treating hyperlipidemia and type 2 diabetes mellitus.

Preparation of fluorous Yamaguchi reagents and evaluation of their reactivity in esterification

Fluorous Yamaguchi (FY) reagents bearing a perfluoroalkyl chain were prepared and employed in esterification reactions; the yields were similar to those obtained with the traditional Yamaguchi (TY) reagent. Fluorous benzoic acids derived from the FY reagents were separated easily after the reaction. GC analysis revealed that the initial rates of reaction with the FY reagents were higher than those with the TY reagent. The acidities of benzoic acids produced from the FY and TY reagents were predicted by DFT to be similar (1.20 and 0.96, respectively).

Discovery and SAR study of 3-(tert-butyl)-4-hydroxyphenyl benzoate and benzamide derivatives as novel farnesoid X receptor (FXR) antagonists

3-(tert-Butyl)-4-hydroxyphenyl 2,4-dichlorobenzoate (1) was discovered in our in-house high throughput screening as a moderate FXR antagonist. To improve the potency and the stability of the hit 1, forty derivatives were synthesized and SAR was systematically explored. The results turn out that replacing the 2,4-dichlorophenyl with 2,6-dichloro-4-amidophenyl shows great improvement in potency, replacing the benzoate with benzamide shows improvement in stability and slight declining of potency and 3-(tert-butyl)-4-hydroxyphenyl unit is essential in obtaining the FXR antagonistic activity.

Transition metal catalysed cross-coupling between benzylic halides and aryl nucleophiles. Synthesis of some toxicologically interesting tetrachlorobenzyltoluenes

The aryl-benzyl cross-coupling in the presence of copper-, nickel- and palladium-catalysts has been investigated with a number of chlorine- and methyl-substituted arylmetal compounds ArM (M = MgBr, ZnCl) and (substituted) benzylic halides ArCH2X. The results have been applied in the selective synthesis of some toxicologically interesting tetrachlorobenzyltoluenes.

Synthesis of regiospecifically meso-functionalized tetraarylporphyrins via arylbis(2-pyrrolyl)methanes

This paper describes the synthesis of three new porphyrins 1-3 of alternate A2B2 structure, by condensation of arylbis(2-pyrrolyl)methanes and arylaldehydes bearing suitable reactive substituents for further synthetic manipulations. This synthetic approach allows to place the reactive groups selectively on the 5,15 meso-aryls. The new porphyrins feature an ortho-nitro group in the case of 1 and a protected paraethynyl group in compounds 2 and 3. Porphyrin l, after reduction of the nitro group, is a useful intermediate for the preparation of cage or regiospecifically bis-tailed porphyrins. Compounds 2 and 3, after deprotection and Glaser-Hay coupling should give linear polymers (molecular wires) suitable for electron-transfer and light-harvesting processes.

A practical synthesis of 2,4-dichloro-3-methyl-6-nitrophenol

2,4-Dichloro-3-methyl-6-nitrophenol 2 was prepared by KOH/H2O hydrolysis of a product mixture obtained from chlorination of p-nitrotoluene in the presence of a phase transfer catalyst. A 95-99% yield of 2 based on 2,3,6-trichloro-4-nitrotoluene, 4 (major chlorination product) was achieved in >95% purity.