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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685096Generated: November 3, 2026

Sodium Hydroxide → Methyl 3-amino-5-bromo-1-benzothiophene-2-carboxylate

https://huagongshe.com/reaction/1685096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl ThioglycolateHCID 16907—
Reactant5-Bromo-2-fluorobenzonitrileHCID 2724900—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-amino-5-bromo-1-benzothiophene-2-carboxylateHCID 4454278996%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-bromo-2-fluorobenzonitrile (13.5 g, 67.5 mmol) in N,N-dimethylformamide at 0° C. was added methyl 2-mercaptoacetate (6.45 mL, 70.88 mmol). The mixture was stirred at 0° C. for 30 minutes and 5N sodium hydroxide (20.25 mL) added. After stirring at 0° C. for 3 hours, the mixture was quenched with ice-water and the resulting precipitate collected by filtration and dried to give 18.5 g (96%) of a white solid. LCMS (APCI) m/z: 287(M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148384B2
Source datasetuspto-grants-2012_04
ORD IDord-ecee2f9cba0e458990c4ec8ed601d4e0
Source noteuspto-grants-2012_04