72093-12-0

Usage

Uses

Used in Pharmaceutical Industry:
3,5-Dimethyl-2-chloropyridine is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with specific therapeutic properties, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 3,5-Dimethyl-2-chloropyridine serves as an essential building block for the creation of novel agrochemicals. Its incorporation into these compounds can enhance their effectiveness in pest control and crop protection, thereby supporting sustainable agriculture practices.
Used in Organic Synthesis:
3,5-Dimethyl-2-chloropyridine is utilized as a versatile intermediate in organic synthesis, enabling the production of a wide range of organic compounds. Its reactivity and structural features make it a valuable component in the synthesis of various specialty chemicals, dyes, and other industrial products.

InChI:InChI=1/C7H8ClN/c1-5-3-6(2)7(8)9-4-5/h3-4H,1-2H3

Upstream product

• 591-22-0 3,5-Lutidine 

Relevant academic research and scientific papers

Quinocidin, acytotoxic antibiotic with anunusual 3,4-dihydroquinolizinium ring and michael acceptor reactivity toward thiols

Cytotoxicity-guided fractionation of the culture broth of Actinomadura sp. TP-A0019 led to the isolation of quinocidin (1), acytotoxic antibiotic with an unusual 3,4-dihydroquinolizinium ring. The structural assignment was made on the basis of high-field NMR experiments and chemical synthesis. Comparison ofthe spectral properties of 1 with those of its synthetic counterparts revealed that 1 is aracemic mixture of two enantiomers, which showed similar cytotoxicity against HeLa-S3 cells. Nucleophile-trap-ping experiments demonstrated that 1 captured 2-mer-captoethanol and N-acetyl-l-cysteine by means of aMi-chael addition-type reaction, but was inert toward 2-ami-noethanol and glycolic acid. Notably, the addition of 1 to thiols proceeded smoothly in neutral aqueous media at room temperature. In view of the thiol-trapping ability and the unusual structure, 1 provides aunique scaffold for designing drug leads and protein-labeling probes.

Ring selective lithiation of 3,5-lutidine. A new route to heterocyclic building blocks

The first direct ring lithiation of 3,5-lutidine has been performed by the BuLi-LiDMAE reagent. Successful sequential metallations and electrophilic condensations have been performed giving access to new useful polysubstituted pyridines.

2,2,4,4-tetrasubstituted 4-formylbutyronitrile intermediates for the production of trisubstituted pyridines

2,2,4,4-Tetrasubstituted-4-formylbutyronitriles are intermediates for the preparation of the known 2-chloro-3,5-dimethylpyridine and 2,5-dichloro-3-methylpyridine which in turn are suitable for the production of different compounds, in particular insecticides and herbicides.

Process for the production of chloropyridines substituted by methyl, trichloromethyl or trifluoromethyl groups

Chloropyridines of the formula STR1 wherein either R is chlorine and R' is methyl or trifluoromethyl, or R is methyl, trichloromethyl or trifluoromethyl and R' is chlorine, or R and R' are methyl, can be obtained by a novel, simple process by the addition of trichloroacetaldehyde to methacrylonitrile or α-trifluoromethacrylonitrile, 2,2-dichloropropionaldehyde, pentachloropropionaldehyde or 2,2-dichloro-3,3,3-trifluoropropionaldehyde to acrylonitrile, or 2,2-dichloropropionaldehyde to methacrylonitrile, in the presence of a catalyst, in particular copper powder or copper(I) chloride, and cyclizing the open-chain intermediate obtained. The chloropyridines of the formula (I) are known per se and are suitable for the production of different compounds, in particular of insecticides and herbicides.