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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1867573Generated: November 1, 2026

Water → HCID 11543477, compound

https://huagongshe.com/reaction/1867573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-BromoacetamideHCID 69632—
ReactantHCID 53491513HCID 53491513—
SolventDimethylformamideHCID 6228—
ProductHCID 11543477HCID 11543477—

Reaction Conditions

Temperature0 °C

Reaction Steps

5-chloro-3,3-difluoro-1,3-dihydro-2H-indol-2-one 4 (2.55 g, 12.5 mmol) is dissolved in dry DMF (20 ml) under a nitrogen atmosphere. The solution is cooled at 0° C. and NaH (0.547 g, 13.8 mmol, 60% dispersion) is carefully added portionwise. When the nitrogen evolution ceases, bromoacetamide (2.05 g, 15.0 mmol) is added. After 30 minutes, the mixture is poured into cold water and the solid is filtered off and washed with water. The crude material is directly recrystallized in acetone/water affording of 2-(5-chloro-3,3-difluoro-2-oxo-2,3-dihydro-1H-indol-1-yl)acetamide 12 as a pink solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07632856B2
Source datasetuspto-grants-2009_12
ORD IDord-93485ffa0b45467dbb63a7994fbfc8cd
Source noteuspto-grants-2009_12