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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798134Generated: November 1, 2026

Dimethylcarbamoyl Chloride → HCID 58292830, compound

https://huagongshe.com/reaction/1798134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylcarbamoyl ChlorideHCID 6598—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 2-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetateHCID 58292549—
SolventDimethylformamideHCID 6228—
ProductHCID 58292830HCID 58292830—

Reaction Steps

To a solution of ethyl 2-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (500 mg, 2 mmol) in DMF (5 mL) was slowly added NaH (360 mg, 6 mmol) at 0° C. The mixture was stirred for 20 min and N,N-dimethylcarbamic chloride (430 mg, 4 mmol) was added at 0° C. The mixture was stirred overnight at room temperature and quenched with ice water. The resulting mixture was extracted with EtOAc (2×25 mL) and the combined extracts were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was used directly in the next step reaction without further purification, MS (ESI) m/z=322 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343944B2
Source datasetuspto-grants-2013_01
ORD IDord-ecfdf37678fd45ab87f9b876ecbd6077
Source noteuspto-grants-2013_01