53724-96-2

Basic information

• Product Name: 2-Benzofurancarboxylic acid, 6-methoxy-3-methyl-, ethyl ester
• CAS NO: 53724-96-2
• Molecular Formula: C13H14O4
• Mol File: 53724-96-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Benzofurancarboxylic acid, 6-methoxy-3-methyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzofurancarboxylic acid, 6-methoxy-3-methyl-, ethyl ester(53724-96-2)
• EPA Substance Registry System: 2-Benzofurancarboxylic acid, 6-methoxy-3-methyl-, ethyl ester(53724-96-2)

Safety Data

• Hazardous Substances Data: 53724-96-2(Hazardous Substances Data)

Upstream product

• 77-78-1 dimethyl sulfate 
• 13246-19-0 (2-acetyl-5-methoxy-phenoxy)-acetic acid ethyl ester 
• 29040-52-6 6-methoxy-3-methylbenzofuran 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 105-36-2 ethyl bromoacetate 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 74-96-4 ethyl bromide 
• 10410-29-4 6-methoxy-3-methyl-benzofuran-2-carboxylic acid 

Downstream Products

• 10410-29-4 6-methoxy-3-methyl-benzofuran-2-carboxylic acid 
• 10410-28-3 6-methoxy-3-methylbenzofuran-2-carbaldehyde 

Relevant articles and documents

Synthesis, characterization, and biological activities of new benzofuran derivatives

A number of new benzofuran derivatives, ethyl 3-[(alkylamino)methyl]-6-methoxy-1-benzofuran-2-carboxylates (5a-i), were obtained via the reaction between ethyl 3-(bromomethyl)-6-methoxy-1-benzofuran-2-carboxylate (3) and amines or amino acid ethyl esters. In addition, 1,4-bis[(ethyl 6-methoxy-1-benzofuran-3-yl-2-carboxylate)methyl]piperazine (9), N,N′-diethyl-N,N′-bis[(6-methoxy-1-benzofuran-3-yl-2-carboxy late)methyl]but-2-ene-1,4-diamine (10) and 1,2-bis[(ethyl 6-methoxy-1-benzofuran-3-yl-2-carboxylate)methyl]- 1,2-dimethyl-hydrazine (11) were also obtained from the reaction of 3 with diamines. Their in vitro anti-HIV-1 (strain IIIB) and HIV-2 (strain ROD) activities of the synthesized compounds in human T-lymphocyte were tested; ethyl 3-bromomethyl-6-methoxycoumarlate displayed an ability to inhibit HIV-1 and HIV-2 replication in cell culture at non-toxic concentrations.

Efficient synthesis of chiral benzofuryl β-amino alcohols via a catalytic asymmetric Henry reaction

Chiral β-amino alcohol ligands were found effective for the copper(ii)-catalyzed asymmetric Henry reaction of benzofuran-2-carbaldehydes with nitromethane, which led to the formation of (S)-enriched benzofuryl β-nitro alcohols with satisfactory enantioselectivities (up to 98% ee). Using this catalytic protocol, bioactive (S)-benzofuryl β-amino alcohols could be conveniently prepared in short steps.

Benzofuran Derivatives. Part 4. Synthesis of Benzofurans and 2,3,4,5-Tetrahydro-1-benzoxepin-3,5-diones

By treatment of ethyl 4- or 5-substituted 2-acetylphenoxyacetates 1 with potassium hydroxide in dry dioxane, benzofurans 2-7 and 2,3,4,5-tetrahydro-1-benzoxepin-3,5-diones 8 were obtained.The relative yields of benzofurans 2-7 and 2,3,4,5-tetrahydro-1-benzoxepin-3,5-diones 8 varied with the types of 4- or 5-substituents.The electron-donating 4-methoxyl group favored the formation of benzoxepins.On the other hand, electron-withdrawing substituents such as the 4-nitro group favored the formation of benzofurans.When esters 1 were treated with sodium amide,2,3-dihydrobenzofurans 2 were obtained exclusively regardless of 4- or 5-substituents.