17223-66-4

Usage

Uses

Used in Agricultural Applications:
2,4-Dichloroacetoacetanilide is used as a selective herbicide for controlling broadleaf weeds in various crops such as corn, cereals, and soybeans. It is effective in managing these weeds by disrupting the plant's growth hormones, leading to uncontrolled growth and the eventual death of the targeted plants.
Used in Residential Applications:
In addition to its agricultural uses, 2,4-Dichloroacetoacetanilide is also employed in residential settings for weed control. It is commonly found in herbicide formulations that are used to maintain lawns and gardens by eliminating unwanted broadleaf weeds.
However, it is important to note that due to concerns about the potential health and environmental impacts of 2,4-Dichloroacetoacetanilide, its use has been restricted in certain areas. This highlights the need for continued research and development of safer and more sustainable alternatives for weed control.

InChI:InChI=1/C10H9Cl2NO2/c1-6(14)4-10(15)13-9-3-2-7(11)5-8(9)12/h2-3,5H,4H2,1H3,(H,13,15)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 554-00-7 2,4-Dichloroaniline 
• 1352630-26-2 3-(2,4-dichlorophenylamino)-2-[(2,4-dichlorophenylimino)methyl]-acrylonitrile 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 

Downstream Products

• 17090-42-5 N-(2,4-dichlorophenyl)-2,2-dichloroacetamide 
• 22303-32-8 2,2-dibromo-N-(2,4-dichlorophenyl)acetamide 
• 73880-13-4 C₂₂H₂₂Cl₄N₄O₂ 

Relevant academic research and scientific papers

New 4-(2-Furyl)-1,4-dihydronicotinonitriles and 1,4,5,6-Tetrahydronicotinonitriles: Synthesis, Structure, and Analgesic Activity

Abstract: A series of new hybrid molecules containing 2-furyl and partially saturated pyridine fragments was obtained based on the reaction of cyanothioacetamide with furfural and 1,3-dicarbonyl compounds. The resulting compounds were tested in vivo for analgesic activity (rats) in the orofacial trigeminal pain test. Some the tested compounds showed an antinociceptive effect, superior to that of the reference drug (metamizole sodium).

Synthesis of Pyridin-2(1H)-one derivatives: Temperature-dependent selectivity

Two alternative methods for the synthesis of biologically important pyridin-2(1H)-one derivatives have been developed. The behavior of enamine 1 with aromatic amines in an aqueous solution of HCl resulted in the formation of substituted enamines 2a-f at ambient temperature. The obtained product enamines 2a-f, upon treatment with 2,2,6-trimethyl-4H-1,3-dioxin-4-one, generated pyridin-2(1H)-one derivatives 5a-f along with the unwanted side products 8a-f. However, the exclusive formation of pyridin-2(1H)-one derivatives 5a-f was achieved when starting from β-enaminones 3a-f, which were synthesized successfully from enamine 1 and aromatic amines at elevated temperatures. Compounds 2 and 3 have been used as precursors in the synthesis of pyridin-2(1H)-one derivatives. Temperature-dependent reaction diversity was observed for enamine 1 and the exclusive formation of pyridin-2(1H)-one derivatives 5 was possible.