5117-56-6

Usage

Uses

Used in Pest Control Industry:
3,4-dichloro-2H-chromen-2-one is used as a rodenticide for the control of rodents. It functions as an anticoagulant by inhibiting the enzyme vitamin K epoxide reductase, which is essential for the synthesis of blood-clotting factors. This inhibition leads to a disruption in the blood's ability to clot, resulting in internal bleeding and ultimately causing the death of the rodent.
However, due to its high toxicity to both rodents and humans, 3,4-dichloro-2H-chromen-2-one is classified as a hazardous substance. It is crucial to handle 3,4-dichloro-2H-chromen-2-one with extreme caution and to use appropriate protective equipment to prevent exposure. High levels of exposure can lead to harmful effects on the liver and may cause skin and eye irritation. Safety guidelines must be strictly followed during its use to minimize the risk of adverse health effects.

Upstream product

• 23029-98-3 3-Chlor-4-hydroxy-2-oxo-2H<1>benzopyran 
• 1888-71-7 perchloropropene 
• 108-95-2 phenol 
• 17831-88-8 4-chloro-2H-1-benzopyran-2-one 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 

Downstream Products

• 36048-07-4 3-chloro-4-piperidino-coumarin 
• 100914-71-4 3-chloro-4-phenoxy-2-coumarin 
• 101726-84-5 4-benzylmercapto-3-chloro-coumarin 
• 1268825-47-3 12-phenyl-6H-chromeno[3,4-a]indolizin-6-one 

Relevant academic research and scientific papers

A Copper Halide Promoted Regioselective Halogenation of Coumarins Using N-Halosuccinimide as Halide Source

A safe, convenient, and regioselective synthesis of 3-halo coumarins using a metal halide (CuX 2 alone or with ZnX 2) promoted halogenation with N -halosuccinimide (NXS) as halide source is reported. The synthesis involved the steady in situ generation of highly reactive positive halogen (X +) by the coordination of copper or zinc with the N -halosuccinimide and subsequent electrophilic aromatic substitution of the electron-deficient coumarins. This procedure works well also for the halogenation of less electron-rich naphthoquinones, flavones, and methoxypsoralen in moderate to quantitative yields. This protocol features simple experimental conditions using readily available inexpensive reagents and provides a convenient approach to the chlorination or bromination of some useful heteroaromatic compounds.

A metal-free one-pot synthesis of benzo[: C] chromen-6-ones from 3,4-dichlorocoumarins and butadienes using tandem photo-thermal-photo reactions

An efficient, simple and versatile synthesis of biologically valuable benzo[c]chromen-6-ones is achieved using a tandem photo-thermal-photo reaction sequence starting from 3,4-dichlorocoumarins and a 1,3-butadiene. In this concise one-pot protocol, neither metal catalyst nor peroxide promoter is needed and the products can be purified through simple recrystallization in most cases. The synthesis consists of a reaction sequence of photo-induced [4 + 2] and [2 + 2] cycloadditions, silica gel promoted elimination of HCl and electrocyclic cyclobutene ring opening followed by a photo-induced 6π electrocyclization. The reactions proceed well with a range of dichlorocoumarins and some typical butadienes to provide the corresponding annulated products in 70-80% yield.

A novel 3-chloro-coumarin derivatives preparation method (by machine translation)

The invention discloses a novel 3-chloro-coumarin derivatives of the preparation method, comprising the following operations: the coumarin derivatives as a chlorine source of the N-chloro succinimide (NCS) mixed, dissolved in an organic solvent, in the presence of salt catalyst, 82-200 °C reflux reaction 8-45h preparation of 3-chloro-coumarin derivatives. The method of the invention for preparing the resulting 3-chloro-coumarin derivatives, the ace can reach its yield is 95.5%, note the method of the invention has very good regioselectivity. And the method of the invention the raw material is easy to obtain, reaction is easy to control, after-treatment is simple and convenient the low characteristic of toxicity. (by machine translation)