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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1084684Generated: October 31, 2026

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

https://huagongshe.com/reaction/1084684

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 numberUS05006521
Source datasetuspto-grants-1991_04
ORD IDord-c366e179d6e44e2cb63c100477acddd3
Source noteuspto-grants-1991_04