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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558066Generated: October 25, 2026

3,5-dichloro-2-amino-N-(2-hydroxyethoxy)benzamide → 3-(3,5-Dichloro-2-aminophenyl)-5,6-dihydro-1,4,2-dioxazine

https://huagongshe.com/reaction/558066

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-dichloro-2-amino-N-(2-hydroxyethoxy)benzamideHCID 86630772—
SolventThionyl ChlorideHCID 24386—
Product3-(3,5-Dichloro-2-aminophenyl)-5,6-dihydro-1,4,2-dioxazineHCID 57731173—

Reaction Steps

At 20° C., 30 ml of thionyl chloride are initially charged and 3 g of 3,5-dichloro-2-amino-N-(2-hydroxyethoxy)benzamide are added in 3 portions with stirring. The mixture is stirred at 70° C. for 12 h. The reaction mixture is then cooled and carefully poured onto ice-water. The mixture is extracted twice with in each case 150 ml of dichloromethane and the extracts are dried with sodium sulphate and evaporated to dryness using a rotary evaporator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08062995B2
Source datasetuspto-grants-2011_11
ORD IDord-6b4dd4e291bb4e8c9bff53d01c6a10c7
Source noteuspto-grants-2011_11