57993-17-6

Basic information

• Product Name: methyl (E)-3-(5′-chloro-2′-nitrophenyl)acrylate
• Synonyms: methyl (E)-3-(5′-chloro-2′-nitrophenyl)acrylate
• CAS NO: 57993-17-6
• Molecular Weight: 241.631
• Mol File: 57993-17-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl (E)-3-(5′-chloro-2′-nitrophenyl)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-3-(5′-chloro-2′-nitrophenyl)acrylate(57993-17-6)
• EPA Substance Registry System: methyl (E)-3-(5′-chloro-2′-nitrophenyl)acrylate(57993-17-6)

Safety Data

• Hazardous Substances Data: 57993-17-6(Hazardous Substances Data)

Upstream product

• 6628-86-0 5-chloro-2-nitrobenzaldehyde 
• 1635-61-6 5-chloro-2-nitroaniline 
• 292638-85-8 acrylic acid methyl ester 
• 20357-28-2 5-chloro-2-nitro-trans-cinnamic acid 

Downstream Products

• 231296-03-0 methyl (2E)-3-(2′-amino-5′-chlorophenyl)prop-2-enoate 
• 618902-24-2 [5-chloro-2-(4-chloro-benzoyl)-1H-indol-3-yl]-acetic acid methyl ester 
• 231296-04-1 methyl trans-5-chloro-2-(phenylsulfonylamino)cinnamate 

Relevant articles and documents

Multibond Forming Tandem Reactions of Anilines via Stable Aryl Diazonium Salts: One-Pot Synthesis of 3,4-Dihydroquinolin-2-ones

A fast and effective one-pot tandem process that generates Heck coupled products from readily available anilines via stable aryl diazonium tosylate salts was developed. The mild and simple procedure involves rapid formation of aryl diazonium salts using a polymer-supported nitrite reagent and p-tosic acid, followed by a base-free Heck-Matsuda coupling with acrylates and styrenes. Using 2-nitroanilines as substrates, the one-pot tandem process was extended for the direct synthesis of 3,4-dihydroquinolin-2-ones. In this case, following diazotization and Heck-Matsuda coupling to give methyl cinnamates, addition of hydrogen and reutilization of the palladium catalyst for reduction of the nitro group and hydrogenation of the alkene resulted in efficient formation of 3,4-dihydroquinolin-2-ones. The synthetic utility of this one-pot, four-stage process was demonstrated with the five-pot synthesis of a quinolinone-based sodium ion channel modulator.

Tetrazolylalkyl indole compounds as anti-inflammatory and analgesic agents

This invention provides a compound of the following formula: or the pharmaceutically acceptable salts thereof wherein Z is tetrazolyl optionally substituted with a substituent selected from C1-4 alkyl and halosubstituted C1-4 alkyl;A is C1-6 alkylene; Q is selected from the following groups: (a) optionally substituted phenyl; (b) an optionally substituted, partially saturated, fully saturated or fully unsaturated five to six membered monocyclic group having one to three heteroatoms; and (c) an optionally substituted, bicyclic group consisting of two fused partially saturated, fully saturated or fully unsaturated five or six membered rings independently and optionally having one to four heteroatoms; X is halogen, C1-4 alkyl, halosubstituted C1-4 alkyl, OH, C1-4 alkoxy or the like; and n is 0, 1, 2, 3 or 4. This invention also provides a pharmaceutical composition useful for the treatment of a medical condition in which prostaglandins are implicated as pathogens.