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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088624Generated: November 4, 2026

2,2-Dimethoxyethylmethylamine → ethyl 5-chloro-3-[N-(2,2-dimethoxyethyl)-N-methyl(aminomethyl)]benzo[b]thiophene-2-carboxylate

https://huagongshe.com/reaction/1088624

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-DimethoxyethylmethylamineHCID 8503—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 3-Bromomethyl-5-chlorobenzo[b]thiophene-2-carboxylateHCID 14836261—
SolventAcetoneHCID 180—
Productethyl 5-chloro-3-[N-(2,2-dimethoxyethyl)-N-methyl(aminomethyl)]benzo[b]thiophene-2-carboxylateHCID 1483626296.2%

Reaction Steps

A mixture of ethyl 3-bromomethyl-5-chlorobenzo[b]thiophene-2-carboxylate (11.0 g, 0.033 mol), methylaminoacetaldehyde dimethyl acetal (4.76 g, 0.04 mol) and potassium carbonate (11.4 g, 0.8 mol) in dry acetone (200 ml) was stirred for 48 hours, filtered and the filtrate concentrated to give 11.8 g (96%) of ethyl 5-chloro-3-[N-(2,2-dimethoxyethyl)-N-methyl(aminomethyl)]benzo[b]thiophene-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04963547
Source datasetuspto-grants-1990_10
ORD IDord-fafe797c233643a29ad8563957ed66fc
Source noteuspto-grants-1990_10