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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234978Generated: October 31, 2026

Ethanolamine → Oracine

https://huagongshe.com/reaction/234978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 10638655HCID 10638655—
SolventDimethylformamideHCID 6228—
ProductOracineHCID 160047—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 1 g of 6-(2-chloroethyl)-5,11-dioxo-5,6-dihydro-11H-indeno[1,2-c]isoquinoline (IV, X=2, m.p. 214°-215° C.), 1 g of dry 2-aminoethanol and 1 g of anhydrous potassium carbonate in 30 ml of anhydrous dimethylformamide is treated by warming to 100°14 110° C. and kept at this temperature for two hours. The hot mixture is filtered and the product collected on filter washed with 10 ml of ethanol. After twelve hours of standing in refrigerator (5° C. the eliminated crystallic substance is separated by suction, washed with ethanol and dried at temperature of 60° C. The yield 0.7 g (65% of theory), m. p. of the product is 184° C. It is possible to purify the substance as in Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05597831
Source datasetuspto-grants-1997_01
ORD IDord-bcf5efc5096c41329e22e8cd07d7d0af
Source noteuspto-grants-1997_01