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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085784Generated: November 1, 2026

Water → HCID 68452438, compound

https://huagongshe.com/reaction/2085784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant2-Bromo-5-chloro-3-methylbenzo(b)thiopheneHCID 2735548—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 68452438HCID 68452438—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-bromo-5-chloro-3-methylbenzo(b)thiophene (1.00 g, 3.82 mmol), zinc cyanide (247 mg, 2.10 mmol), and Pd(PPh3)4 (440 mg, 0.38 mmol) in DMF (15 mL) was heated to 80° C. for 16 hours, added to water (50 mL), and extracted with 30% ethyl acetate/hexanes (3×100 mL). The combined extracts were washed with brine (20 mL), dried (Na2SO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10% ethyl acetate/hexanes to provide the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720338B2
Source datasetuspto-grants-2004_04
ORD IDord-f912887180db420cbb014b28e00ee833
Source noteuspto-grants-2004_04