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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382809Generated: October 30, 2026

Hydroxylamine → 5,6-Difluorooxindole

https://huagongshe.com/reaction/1382809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantSulfuric AcidHCID 1118—
ReactantChloral HydrateHCID 2707—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant3,4-DifluoroanilineHCID 77469—
ReactantSodium MethoxideHCID 10942334—
SolventEthanolHCID 702—
Product5,6-DifluorooxindoleHCID 12585282—

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-difluoroisatic, 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 numberUS04808601
Source datasetuspto-grants-1989_02
ORD IDord-138d68d43e9744c5b497d3c9563345d8
Source noteuspto-grants-1989_02