1141496-45-8

Basic information

• Product Name: 4-chloro-3-(4-(methoxy)phenyl)-1H-isochromen-1-one
• Synonyms: 4-chloro-3-(4-(methoxy)phenyl)-1H-isochromen-1-one
• CAS NO: 1141496-45-8
• Molecular Weight: 286.715
• Mol File: 1141496-45-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-chloro-3-(4-(methoxy)phenyl)-1H-isochromen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-3-(4-(methoxy)phenyl)-1H-isochromen-1-one(1141496-45-8)
• EPA Substance Registry System: 4-chloro-3-(4-(methoxy)phenyl)-1H-isochromen-1-one(1141496-45-8)

Safety Data

• Hazardous Substances Data: 1141496-45-8(Hazardous Substances Data)

Upstream product

• 130818-20-1 2-(2-(4-methoxyphenyl)ethynyl)benzoic acid methyl ester 
• 88-67-5 2-Iodobenzoic acid 

Relevant articles and documents

Metal-Free Synthesis of 4-Chloroisocoumarins by TMSCl-Catalyzed NCS-Induced Chlorinative Annulation of 2-Alkynylaryloate Esters

4-Chloroisocoumarins can be conveniently prepared from 2-alkynylaryloate esters via the activation of alkynes by electrophilic chlorine, generated in situ from N-chlorosuccinimide (NCS) in the presence of 10 mol % trimethylsilyl chloride (TMSCl), which leads to 6-endo-dig-selective chlorinative annulation to give the desired products in moderate to quantitative yields. The procedure employs readily available reagents and can be conveniently carried out on a wide scope of substrates under mild conditions (0 °C to rt). Furthermore, the reaction is scalable for gram-scale preparation of 4-chloroisocoumarins. Additionally, 4-bromo- and 4-iodoisocoumarins can be prepared in moderate to good yields by replacing NCS with N-bromosuccinimide (NBS) and N-iodosuccinimide (NIS), respectively.

Halocyclization of methyl 2-alkynylbenzoates to isocoumarins using cupric halides

Treatment of methyl 2-alkynylbenzoates with two to three equivalents of CuX2 (X = Cl or Br) in refluxing acetonitrile gave isocoumarins 2 in good to excellent chemical yields.