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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2244617Generated: October 27, 2026

Water → 2-(4-cyano-1H-indol-1-yl)acetamide

https://huagongshe.com/reaction/2244617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-BromoacetamideHCID 69632—
Reactant4-CyanoindoleHCID 3817602—
SolventDimethylformamideHCID 6228—
Product2-(4-cyano-1H-indol-1-yl)acetamideHCID 5921430092.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 60% NaH (12.38 g) in DMF (480 ml) was added a solution of 1H-indole-4-carbonitrile (40.0 g) in DMF (80 ml) at 0° C. After stirring at 0° C. for 30 min, it was stirred at room temperature for 0.5 hour. Thereafter, a solution of 2-bromoacetamide (40.76 g) in DMF (80 ml) was added dropwise thereto at 0° C. The solution was warmed from 0° C. to room temperature, and stirred for 12 hours. To the reaction solution was added water (1200 ml), and the precipitated white solid was collected by filtration. The solution was washed with hot water (300 ml) and diisopropyl ether (200 ml) to obtain 2-(4-cyano-1H-indol-1-yl)acetamide (52.1 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678820B2
Source datasetuspto-grants-2010_03
ORD IDord-82952c39a4914455bcf899912530df1c
Source noteuspto-grants-2010_03