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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231031Generated: November 1, 2026

Formaldehyde → Indole-2,3-dione, 1-(hydroxymethyl)-

https://huagongshe.com/reaction/231031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantIsatinHCID 7054—
Reactant1,4-DioxaneHCID 31275—
SolventWaterHCID 962—
ProductIndole-2,3-dione, 1-(hydroxymethyl)-HCID 3983493%

Reaction Conditions

Temperature100 °C

Reaction Steps

Isatin (25 g, 0.17 mol) and 30% formalin (30 ml, 0.3 mol) were added to a mixture of dioxane (10 ml) and water (20 ml) and the mixture was heated at 100° C. for 5 hours. The reaction mixture was cooled and crystals formed were filtered off. N-hydroxymethylisatin (28 g, yield 93%) was obtained. The melting point was 138° C. (decomposed).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04845020
Source datasetuspto-grants-1989_07
ORD IDord-e300c7d5fad146689fff82c67bdf00df
Source noteuspto-grants-1989_07