74455-32-6

Basic information

• Product Name: Benzofuran, 2,3-dihydro-2-[(phenylthio)methyl]-
• CAS NO: 74455-32-6
• Molecular Formula: C15H14OS
• Molecular Weight: 242.342
• Mol File: 74455-32-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzofuran, 2,3-dihydro-2-[(phenylthio)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzofuran, 2,3-dihydro-2-[(phenylthio)methyl]-(74455-32-6)
• EPA Substance Registry System: Benzofuran, 2,3-dihydro-2-[(phenylthio)methyl]-(74455-32-6)

Safety Data

• Hazardous Substances Data: 74455-32-6(Hazardous Substances Data)

Upstream product

• 1745-81-9 o-Allylphenol 
• 931-59-9 benzenesulfenyl chloride 
• 4972-31-0 1-benzenesulfinyl piperidine 
• 873-55-2 sodium benzenesulfonate 
• 882-33-7 diphenyldisulfane 
• 4837-31-4 4-Phenylsulfanyl-morpholine 

Downstream Products

• 101041-35-4 2-Benzenesulfonylmethyl-2,3-dihydro-benzofuran 
• 126708-25-6 5-Chloro-2-(dichloro-phenylsulfanyl-methyl)-2,3-dihydro-benzofuran 

Relevant articles and documents

Copper-Catalyzed Oxysulfenylation of Enolates with Sodium Sulfinates: A Strategy to Construct Sulfenylated Cyclic Ethers

A new copper-catalyzed oxysulfenylation reaction of enolates with sodium sulfinates has been disclosed. A series of sulfenylated heterocycles including four- and seven-membered cyclic ether were obtained in mild to good yields. This reaction is proposed to go through a radical process, and the sulfur radical (RS?) may be a reactive species.

Synthesis of methyl 2,3-dihydro-2-benzofurancarboxylates from o-allylphenols via 2-(phenylthiomethyl)-2,3-dihydrobenzofurans

A method for synthesizing methyl 2,3-dihydro-2-benzofurancarboxylates rom o-allylphenols is described.The reaction of 6allyl-2,3-dichlorophenol (3) with benzenesulfenyl chloride (PhSCl) in acetonitrile gave a mixture of PhSCl -adducts, which was heated in aqueous acetonitrile then with sodium bicarbonate to obtain 6,7-dichloro-2-(phenylmethyl)-2,3-dihydrobenzofuran (6). α-Dichlorination of the phenylthiomethyl group of 6 and subsequent methanolysis gave the methyl ester 5 in high yield.The generality of this synthetic method was examined by the conversion of o-allylphenols 11 having various substituents on the benzene ring into the corresponding methyl ester 23.Cyclization of 11 to sulfides 12 could be achived similerly to the case of 3.However, in the subsequent conversions of 12 to 23, selective α-dichlorination followed by methanolysis could be achived only with 12 substituted with an electron-withdrawing group such as a chloro or nitro group.Keywords - oallylphenils; methyl 2,3-dihydro-2-benzofurancarboxylate; 2-(phenylthiomethyl)-2,3-dihydrobenzofuran; benzenesulfenyl chloride; α-chlorination; methanolysis.

Cyclic Ether Formation with N-(Phenylthio)morpholine

Cyclic ethers with 5- to 7-membered rings are formed by sulphenoetherification of unsaturated alcohols with N-(phenylthio)morpholine and trifluoromethanesulphonic acid.