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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983077Generated: November 1, 2026

t-Butyl bromide → Tert-butyl 4-cyano-5-(methylthio)thiophene-2-carboxylate

https://huagongshe.com/reaction/1983077

Reaction equation

Participants

RoleNameHCIDCharge
Reactantt-Butyl bromideHCID 10485—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Cyano-5-methylsulfanylthiophene-2-carboxylic acidHCID 45594312—
CatalystBenzyltrimethylammonium chlorideHCID 5963—
SolventDimethylacetamideHCID 31374—
ProductTert-butyl 4-cyano-5-(methylthio)thiophene-2-carboxylateHCID 66785900—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-cyano-5-(methylthio)thiophene-2-carboxylic acid (2.0 g, 10 mmol), benzyltrimethylamonium chloride (2.25 g, 10 mmol), tertbutyl bromide (54 mL, 480 mmol), and anhydrous potassium carbonate (36 g, 260 mmol) in dimethylacetamide (100 mL) was stirred at 60° C. for 6 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541378B2
Source datasetuspto-grants-2009_06
ORD IDord-d0560dadf2ff433f9bad2e69ea933a51
Source noteuspto-grants-2009_06