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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1067273Generated: October 27, 2026

Ethanol → Ethyl 8-amino-2,3-dihydro-1,4-benzodioxine-5-carboxylate

https://huagongshe.com/reaction/1067273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant8-Amino-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acidHCID 21193470—
ProductEthyl 8-amino-2,3-dihydro-1,4-benzodioxine-5-carboxylateHCID 15817382—

Reaction Conditions

Temperature-40 °C

Reaction Steps

23.5 g (0.198 mol) of thionyl chloride are introduced slowly into a 2 1 three-necked round-bottomed flask containing 772 ml of ethanol cooled to −40° C., with stirring, the stirring is continued at this temperature for 1 h, 38.6 g (0.198 mol) of 8-amino-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid dissolved in 100 ml of ethanol are added slowly, over 15 min, and the mixture is allowed to warm to room temperature overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248757B1
Source datasetuspto-grants-2001_06
ORD IDord-a108d9fd0230480ab3e8f9c06dfca9ad
Source noteuspto-grants-2001_06