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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584126Generated: November 1, 2026

Chloroacetonitrile → HCID 21223924, compound

https://huagongshe.com/reaction/1584126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetonitrileHCID 7856—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 5-Bromoindole-2-carboxylateHCID 259091—
SolventDimethylformamideHCID 6228—
ProductHCID 21223924HCID 21223924—

Reaction Steps

A solution of 2-2 (11.2 g, 44.4 mmol) in DMF (400 mL) was treated with NaH (3.2 g of 60% dispersion in oil, 66.6 mmol) for 0.5 hour and then chloroacetonitrile (Aldrich, 5.6 mL, 88.8 mmol) was added and the reaction was stirred overnight. The solvent was removed in vacuo and the residue was partitioned between water and EtOAc. The water layer was extracted with EtOAc, the organic layers were combined, washed with water, brine, dried with MgSO4, filtered and evaporated to give 2-3 as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932582
Source datasetuspto-grants-1999_08
ORD IDord-668a76fef7c54f5f82c05dfca80df30e
Source noteuspto-grants-1999_08