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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085675Generated: October 31, 2026

Sodium Carbonate → HCID 22730862, compound

https://huagongshe.com/reaction/2085675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-5-chlorothiopheneHCID 76133—
Reactant4-Carboxyphenylboronic AcidHCID 312183—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 22730862HCID 22730862—

Reaction Conditions

Temperature75 °C

Reaction Steps

Solid Pd(PPh3)4 (11.0 mg, 0.01 mmol) was treated with a room temperature solution of 2-bromo-5-chlorothiophene (143 mg, 0.72 mmol) in DME (4 mL), stirred for 5 minutes, treated with a solution of 4-(dihydroxyboryl)benzoic acid (100 mg, 0.60 mmol) in DME (2 mL), and stirred for 5 minutes. The mixture was treated with 2M Na2CO3 (1.5 mL, 3.0 mmol), heated to 75° C., stirred for 18 hours, cooled to room temperature, filtered, triturated with water (3 mL), and concentrated. The concentrate was treated with boiling water (4 mL), filtered through celite, cooled to room temperature, adjusted to pH<7 with HCl, and filtered to provide the desired product. MS (APCI(+)) m/e 239 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720338B2
Source datasetuspto-grants-2004_04
ORD IDord-4b87262ca0e04aa7b560cc3270fea952
Source noteuspto-grants-2004_04