102804-46-6

Basic information

• Product Name: N-(2-bromophenyl)-1-cyclohexene-1-carboxamide
• Synonyms: N-(2-bromophenyl)-1-cyclohexene-1-carboxamide
• CAS NO: 102804-46-6
• Molecular Weight: 280.164
• Mol File: 102804-46-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(2-bromophenyl)-1-cyclohexene-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-bromophenyl)-1-cyclohexene-1-carboxamide(102804-46-6)
• EPA Substance Registry System: N-(2-bromophenyl)-1-cyclohexene-1-carboxamide(102804-46-6)

Safety Data

• Hazardous Substances Data: 102804-46-6(Hazardous Substances Data)

Upstream product

• 615-36-1 2-bromoaniline 
• 36278-22-5 1-cyclohexenoyl chloride 
• 636-82-8 cyclohexene-1-carboxylic acid 

Downstream Products

• 4933-14-6 spiro[cyclohexane-1,3'-[3H]indol]-2'(1'H)-one 
• 102804-51-3 N-(2-bromophenyl)-N-methyl-1-cyclohexene-1-carboxamide 
• 109686-66-0 Cyclohex-1-enecarboxylic acid (2-bromo-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide 

Relevant articles and documents

Solid-phase synthesis of indol-2-ones by microwave-assisted radical cyclization

Solid-phase synthesis of indol-2-ones (2-oxindoles) by means of aryl radical cyclization of resin-bound N-(2-bromophenyl)acrylamides using Bu 3SnH is described. Among various solvents tested, DMF was found to be the best choice for the radical cyclization inducing a reagent concentration effect of the polymer support. The reaction proceeded smoothly under microwave irradiation to give the desired indol-2-ones within a very short reaction time in comparison to conventional thermal heating. In this reaction, various indol-2-ones were synthesized by using commercially available 2-bromoanilines and acryloyl chloride derivatives.

An Efficient Synthesis of Spiro via Radical Cyclisation

Treatment of the o-bromo-N-acryloylanilides (4) with tri-n-butylstannane leads to the formation of 3-substituted- and 3,3-disubstituted-2-oxindoles (5) in high yield.