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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394179Generated: November 3, 2026

Dimethylformamide → HCID 59681813, compound

https://huagongshe.com/reaction/1394179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantN,N-Dimethylaminoethyl chloride hydrochlorideHCID 11636816—
ReactantHCID 69197427HCID 69197427—
ProductHCID 59681813HCID 596818134%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution containing 500 mg the product from Step 1 (1.7 mmol) in 10 mL DMF was added 200 mg of NaH (60% dispension in oil, 5.1 mmol). After 2 hours at room temperature, 246 mg of 2-(dimethylamino)ethyl chloride hydrochloride (1.7 mmol) was added, and the reaction mixture was heated to 60° C. for 5 hours. The solvent was evaporated in vacuo to yield a residue which was partitioned between ethyl acetate and brine. The organic phase was dried over anhydrous sodium sulphate, filtered, and concentrated in vacuo. Purification of the residue by Gilson reverse-phase HPLC afforded the title compound (24 mg, 4%). MS (ES+) m/e 365 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348339B2
Source datasetuspto-grants-2008_03
ORD IDord-0ed5b5476ae54a32a89347e8a107386d
Source noteuspto-grants-2008_03