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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoacetamide | HCID 69632 | — |
| Reactant | 4-Cyanoindole | HCID 3817602 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-cyano-1H-indol-1-yl)acetamide | HCID 59214300 | 92.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07951825B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-35e4ff6f0bb44f4383ed3bb2fce8e808 |
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| Source note | uspto-grants-2011_05 |
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