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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1606502Generated: November 1, 2026

Water → 5-chloro-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/1606502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-ChloroindoleHCID 87110—
Product5-chloro-1H-indole-3-carbaldehydeHCID 2795374—

Reaction Conditions

Temperature20 °C

Reaction Steps

18.5 g (0.12 mole) of phosphorus oxychloride are added to 75 ml of dry dimethylformamide at 5°C. 15.15 g (0.1 mole) of 5-chloroindole dissolved in 30 ml of dry dimethylformamide are then added at 5°C. This is stirred for 30 minutes at 20°C, then for 30 minutes at 40°C. 240 ml of water followed by 72 ml of 40% soda are then quickly added. The yellow solution obtained is maintained at 40°-45°C for one hour. After 11/2 hours stirring at ambient temperature the precipitate formed is filtered off and recrystallised from ethyl alcohol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03953442
Source datasetuspto-grants-1976_04
ORD IDord-e65b93cdae3440b3996aa8977cc1a875
Source noteuspto-grants-1976_04