21900-46-9

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dimethylbenzene-1-carbonyl chloride is used as a key intermediate in the synthesis of various pharmaceuticals. Its reactivity allows for the formation of diverse drug molecules, contributing to the development of new medications and therapeutic agents.
Used in Dye Industry:
In the dye industry, 2,3-Dimethylbenzene-1-carbonyl chloride serves as a crucial component in the production of dyes. Its chemical properties enable the creation of a wide range of colorants used in textiles, plastics, and other materials.
Used in Organic Chemical Synthesis:
2,3-Dimethylbenzene-1-carbonyl chloride is utilized as a valuable intermediate in the synthesis of various organic compounds. Its high reactivity makes it an essential building block for creating complex organic molecules used in research and industrial applications.
Safety Considerations:
Given its hazardous nature, 2,3-Dimethylbenzene-1-carbonyl chloride must be handled with care to prevent irritation to the skin, eyes, and respiratory system. Proper safety measures and equipment should be employed during its use to ensure the well-being of individuals involved in its manipulation and production.

InChI:InChI=1/C9H9ClO/c1-6-4-3-5-8(7(6)2)9(10)11/h3-5H,1-2H3

Upstream product

• 603-79-2 2,3-dimethylbenzoic acid 
• 576-23-8 2,3-dimethylbromobenzene 
• 87-59-2 2,3-Dimethylaniline 
• 5580-34-7 2,3-dimethylbenzamide 
• 5724-56-1 2,3-dimethylbenzonitrile 

Downstream Products

• 2142-71-4 1-(2,3-dimethyl-phenyl)-ethanone 
• 93151-40-7 2,3-dimethyl-benzoic acid-(2-diethylamino-ethylamide) 
• 149653-75-8 (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-2,3-dimethylbenzamide 
• 108656-29-7 (4S,5R)-N-(2,3-dimethylbenzoyl)-4-fluoromethyl-5-<4-(methylsulphonyl)phenyl>-2-oxazolidinone 
• 138867-04-6 1-N,N-Dimethylsulfamoyl-2-(tert-butyldimethylsilyl)-5-(2,3-dimethylbenzoyl)imidazole 
• 105364-95-2 1-(2,3-dimethylphenyl)-3-trimethylsilyl-2-propyn-1-one 
• 2211-83-8 4-methyl-3H-isobenzofuran-1-one 
• 91874-85-0 (2,3-dimethylphenyl)(1H-imidazol-4-yl)methanone 
• 86347-14-0 (+/-)-4(5)-<1-(2,3-Dimethylphenyl)ethyl-1H-imidazole> 
• 861096-73-3 Hydroxy-tris-(2.3-dimethyl-phenyl)-methan 
• 34995-04-5 β-(2,3-Dimethylbenzoyl)propionsaeure 
• 13319-69-2 (2,3-dimethylphenyl)phenylmethanone 
• 35028-14-9 2,3-dimethylpropiophenone 
• 1112335-54-2 (S)-2,3-dimethyl-1-[{(2'-methoxymethyl)pyrrolidinyl}carbonyl]benzene 

Relevant academic research and scientific papers

Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C?H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids

The Rh-catalyzed ortho-C(sp2)?H functionalization of 8-aminoquinoline-derived benzamides with aliphatic acyl fluorides generated in situ from the corresponding acids has been developed. This reaction initiated with 8-aminoquinoline-directed ortho-C(sp2)?H acylation, which was accompanied by subsequent intramolecular nucleophilic acyl substitution of amide group to produce alkylidene phthalides This approach exhibits high stereo-selectivity for Z-isomer products, and tolerates a variety of functional groups as well as aliphatic carboxylic acids with diverse structural scaffolds.

Heterocyclic compound and preparation and application thereof

The invention relates to bromodomain inhibitors, and provides a compound represented by a general formula I, a pharmaceutically acceptable salt, an enantiomer, a diastereoisomer, an atropisomer, a racemate, a polymorph, a solvate or an isotope-labeled compound (including deuterium substitution) thereof, a preparation method thereof, a pharmaceutical composition containing the same, and applicationthereof in pharmacy.

N-Heterocyclic Carbene Catalyzed Photoenolization/Diels–Alder Reaction of Acid Fluorides

The combination of light activation and N-heterocyclic carbene (NHC) organocatalysis has enabled the use of acid fluorides as substrates in a UVA-light-mediated photochemical transformation previously observed only with aromatic aldehydes and ketones. Stoichiometric studies and TD-DFT calculations support a mechanism involving the photoactivation of an ortho-toluoyl azolium intermediate, which exhibits “ketone-like” photochemical reactivity under UVA irradiation. Using this photo-NHC catalysis approach, a novel photoenolization/Diels–Alder (PEDA) process was developed that leads to diverse isochroman-1-one derivatives.

Rhodium-Catalyzed Alkylation of C?H Bonds in Aromatic Amides with Non-activated 1-Alkenes: The Possible Generation of Carbene Intermediates from Alkenes

The alkylation of C?H bonds (hydroarylation) in aromatic amides with non-activated 1-alkenes using a rhodium catalyst and assisted by an 8-aminoquinoline directing group is reported. The addition of a carboxylic acid is crucial for the success of this reaction. The results of deuterium-labeling experiments indicate that one of deuterium atoms in the alkene is missing, suggesting that the reaction does not proceed through the commonly accepted mechanism for C?H alkylation reactions. Instead the reaction is proposed to proceed through a carbene mechanism. The carbene mechanism is also supported by preliminary DFT calculations.

Co(II)/Cu(II)-cocatalyzed oxidative C-H/N-H functionalization of benzamides with ketones: A facile route to isoindolin-1-ones

A cobalt and copper catalyzed reaction protocol has been developed to achieve the oxidative C-H/N-H annulation of benzamides containing an 8-aminoquinoline moiety as the directing group with ketones. Structurally diverse isoindolin-1-ones were furnished by the reaction of various substituent benzamides with ketones.

Nickel-Catalyzed Oxidative Decarboxylative Annulation for the Synthesis of Heterocycle-Containing Phenanthridinones

A nickel-catalyzed oxidative decarboxylative annulation reaction of simple benzamides and (hetero)aromatic carboxylates has been developed. This reaction provides access to a large array of phenanthridinones and their heterocyclic analogues, highlighting the utility and versatility of oxidative decarboxylative coupling strategies for C-C bond formation.

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.

Palladium-Catalyzed C-H Trifluoroethoxylation of N-Sulfonylbenzamides

The trifluoroethyl aryl ethers are important motifs in drug molecules. However, a report devoted specifically to the study of transition-metal-catalyzed C-H trifluoroethoxylation has not been reported to date. A protocol of Pd(II)-catalyzed o-C-H trifluor

Rhodium-Catalyzed Alkenylation of C-H Bonds in Aromatic Amides with Alkynes

The rhodium-catalyzed alkenylation of C-H bonds of aromatic amides with alkynes is reported. A variety of functional groups, including OMe, OAc, Br, Cl, and even NO2, are applicable to this reaction to give the corresponding hydroarylation prod

Chelation-Assisted Nickel-Catalyzed Oxidative Annulation via Double C-H Activation/Alkyne Insertion Reaction

A nickel/NHC system for regioselective oxidative annulation by double C-H bond activation and concomitant alkyne insertion is described. The catalytic reaction requires a bidentate directing group, such as an 8-aminoquinoline, embedded in the substrate. Various 5,6,7,8-tetrasubstituted-N-(quinolin-8-yl)-1-naphthamides can be prepared as well as phenanthrene and benzo[h]quinoline amide derivatives. Diarylalkynes, dialkylalkynes, and arylalkylalkynes can be used in the system. A Ni0/NiII catalytic cycle is proposed as the main catalytic cycle. The alkyne plays a double role as a two-component coupling partner and as a hydrogen acceptor. In two shakes: Oxidative annulation by a double C-H activation/alkyne insertion reaction was achieved by a nickel/NHC system. A Ni0/NiII catalytic cycle is proposed as the main catalytic cycle. The alkyne plays a double role as a two-component coupling partner and as a hydrogen acceptor.