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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426296Generated: October 31, 2026

Benzoyl chloride → N-[(5-Bromo-3-thienyl)methyl]-N-methylbenzamide

https://huagongshe.com/reaction/2426296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
ReactantHCID 43432000HCID 43432000—
SolventTetrahydrofuranHCID 8028—
ProductN-[(5-Bromo-3-thienyl)methyl]-N-methylbenzamideHCID 6139452990.8%

Reaction Steps

1.6 ml (13 mmol) of benzoyl chloride are added dropwise to a solution of 2.3 g (11 mmol) of (5-bromothiophen-3-ylmethyl)methylamine and 3 ml (22 mmol) of triethylamine in 30 ml of tetrahydrofuran. The reaction medium is stirred at room temperature for 1 hour, filtered, diluted with ethyl acetate and washed with water. The organic phase obtained is dried over sodium sulfate, filtered and evaporated to dryness. The residue obtained is purified by chromatography on a column of silica eluted with an 8/2 heptane/ethyl acetate mixture. 3.1 g (80%) of N-(5-bromothiophen-3-ylmethyl)-N-methylbenzamide are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968560B2
Source datasetuspto-grants-2011_06
ORD IDord-43cc8dac7a714307812e3d0994fe5aa6
Source noteuspto-grants-2011_06