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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552827Generated: October 27, 2026

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

https://huagongshe.com/reaction/552827

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 numberUS07951825B2
Source datasetuspto-grants-2011_05
ORD IDord-35e4ff6f0bb44f4383ed3bb2fce8e808
Source noteuspto-grants-2011_05