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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641715Generated: October 31, 2026

Oxalyl chloride → HCID 11974449, compound

https://huagongshe.com/reaction/641715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant3,5-dibenzyloxyaniline hydrochlorideHCID 12217316—
SolventMethanolHCID 887—
ProductHCID 11974449HCID 11974449—

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 3,5-dibenzyloxyaniline hydrochloride (J. Org. Chem., 1975, 40, 1556; 10 g) and oxalyl chloride (15 ml) was heated to 170° C. for 3 hours. The mixture was cooled to ambient temperature, methanol (45 ml) was added and the mixture was heated to reflux for 1 hour. The mixture was cooled to ambient temperature and the precipitate was isolated, washed with methanol and dried under vacuum to give 4,6-dibenzyloxy-2,3-dioxoindoline (8.8 g); NMR Spectrum: (DMSOd6) 5.22 (s, 2H), 5.28 (s, 2H), 6.12 (s, 1H), 6.42 (s, 1H), 7.3-7.55 (m, 10H), 10.97 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696214B2
Source datasetuspto-grants-2010_04
ORD IDord-533d7f58629c4cfb8c3531361ba3551a
Source noteuspto-grants-2010_04