7403-40-9

Usage

Chemical Class

Amide compounds

Primary Use

Herbicide

Application

Controlling weeds in agricultural fields, particularly in rice paddies

Mechanism of Action

Inhibits chlorophyll synthesis in susceptible plants, leading to plant death

Hazards

Can be harmful to humans and the environment if not properly managed

Environmental Concerns

Potential for groundwater contamination and harmful effects on aquatic organisms

Regulation

Regulated in some countries due to its potential negative environmental effects

Upstream product

• 79-36-7 dichloroacethyl chloride 
• 106-47-8 4-chloro-aniline 
• 198067-01-5 1-(1H-1,2,3-benzotriazol-1-yl)-2,2-dichloro-1-ethanone 
• 101-92-8 4'-Chloroacetoacetanilide 
• 79-43-6 dichloro-acetic acid 

Relevant academic research and scientific papers

An Efficient Greener Approach for N-acylation of Amines in Water Using Benzotriazole Chemistry

A straightforward, mild and cost-efficient synthesis of various arylamides in water was accomplished using versatile benzotriazole chemistry. Acylation of various amines was achieved in water at room temperature as well as under microwave irradiation. The developed protocol unfolds the synthesis of amino acid aryl amides, drug conjugates and benzimidazoles. The environmentally friendly synthesis, short reaction time, simple workup, high yields, mild conditions and free of racemization are the key advantages of this protocol.

Zwitterion-Catalyzed Deacylative Dihalogenation of β-Oxo Amides

α,α-Dihalo-N-arylacetamides are commonly used as intermediates in various organic reactions. In the study described here, a catalytic synthesis of α,α-dihalo-N-arylacetamides from β-oxo amides was developed using zwitterionic catalysts and N-halosuccinimi

Approach for the direct synthesis of β-dichlorosubstituted acetanilides using iodine trichloride (ICl3) as the oxidant and catalyst

A reliable method for direct synthesis of β-dichlorosubstituted acetanilides is reported. The key transformation involves the oxidative and catalytic cleavage of a carbon-carbon bond in the presence of iodine trichloride (ICl3). In this protoco

Divergent synthesis of α,α-dihaloamides through α,α-dihalogenation of β-oxo amides by using N-halosuccinimides

An efficient and divergent one-pot synthesis of α,α- dihaloamides from readily available β-oxo amides based on the selection of reaction conditions is reported. α,α-Dihalo-β-oxo amides were produced by treating β-oxo amides with N-chlorosuccinimide (NCS) or N-bromosuccinimide (NBS) in water at room temperature, whereas α,α-dihaloacetamides were synthesized by subjecting β-oxo amides to NCS or NBS in ethanol under reflux. A divergent synthesis of α,α-dihalo-β-oxo amides and α,α-dihaloacetamides has been developed from readily available β-oxo amides. Upon treatment with N-halosuccinimides in water at room temperature, α,α-dihalo-β- oxo amides were produced, whereas dihaloacetamides were synthesized by treatment of β-oxo amides with N-halosuccinimides in ethanol under reflux. Copyright

Organic synthesis using (diacetoxyiodo)benzene (DIB): Unexpected and novel oxidation of 3-oxobutanamides to 2,2-dihalo-N-phenylacetamides

A novel and reliable method for the direct preparation of 2,2-dihalo-N-phenylacetamides is reported. The key transformation involves the cleavage of a carbon-carbon bond in the presence of DIB and a Lewis acid as the halogen source, and thus this method s

Synthesis, Fourier transform infrared and Raman spectra, assignments and analysis of N-(phenyl)- and N-(chloro substituted phenyl)-2,2-dichloroacetamides

N-(phenyl)-2,2-dichloroacetamide (NPA) and N-(chloro substituted phenyl)-2,2-dichloroacetamides of the configuration XyC 6H5-y-NHCO-CHCl2 (where, X = Cl and y = 1, 2 and 3) were synthesised and the Fourier trans

Substituent effect on the infrared and Raman spectra of N-(substituted-phenyl)-2,2-dichloroacetamides, XyC6H 5-yNHCOCHCl2 (X = o/m/p-CH3 or Cl; y = 1, 2 or 3)

Several substituted N-(phenyl)-2,2-dichloroacetamides of the configuration XyC6H5-yNHCOCHCl2 (where, X = H, CH3 or Cl and y = 1, 2 or 3) have been synthesized and their infrared and Raman spectra measured in the solid state with the objective of correlating CO and NH frequencies of these substituted phenyldichloroacetamides with those of substituted phenylchloroacetamides and trichloroacetamides. The study reveals that there is no systematic variation in the frequencies with the substitution. The effect of substitution in the phenyl ring in terms of electron-donating and electron-withdrawing groups could not be generalized. The same trend is observed even with disubstituted phenyl-2,2-dichloroacetamides, which may be due to the varying crystalline states of the amides as the spectra are measured in the solid state. The infrared and Raman frequencies of the amides of the configuration XyC6H5-yNHCOR (where, X = H, CH3 or Cl and y = 1, 2 or 3 and R = CH2Cl, CHCl2, CCl3) have also been examined for comparison purpose. The entire data indicate that neither the infrared CO or NH absorption frequencies nor the Raman scattered CO or NH frequencies show regular trends in all these compounds for the stated above.