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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308724Generated: November 1, 2026

Hydroxylamine → 5,6-difluoro-2,3-dihydro-1H-indole-2,3-dione

https://huagongshe.com/reaction/2308724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantSulfuric AcidHCID 1118—
ReactantChloral HydrateHCID 2707—
Reactant3,4-DifluoroanilineHCID 77469—
Product5,6-difluoro-2,3-dihydro-1H-indole-2,3-dioneHCID 1926308—

Reaction Steps

Reaction of 3,4-difluoroaniline with chloral hydrate and hydroxylamine followed cyclization with sulfuric acid, in a manner analogous to Parts A and B of Preparation 9, gave 5,6-difluoroisatin, which was reacted with hydrazine hydrate followed by sodium methoxide in ethanol, in a manner analogous to Preparation 7, to give the title compound, m.p. 187°-190° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04690943
Source datasetuspto-grants-1987_09
ORD IDord-5b738a436a2c418e88e938119d8a5b2f
Source noteuspto-grants-1987_09