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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2052650Generated: October 31, 2026

Amantadine → HCID 20544735, compound

https://huagongshe.com/reaction/2052650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmantadineHCID 2130—
ReactantChloroformHCID 6212—
Reactant2,3-Dihydro-1,4-benzodioxine-5-carbonyl chlorideHCID 2795031—
SolventWaterHCID 962—
ProductHCID 20544735HCID 2054473525.7%

Reaction Steps

200 ml of chloroform and 37.5 g of adamantamine were introduced into a balloon flask provided with an agitator and a thermometer, and then 50 g of 1,4-benzodioxane-5-carbonyl chloride was added in portions at a temperature of from 5°-10° C. After agitation at abmient temperature 1500 ml of water was added and then chloroform was removed under vacuum. The base which was precipitated by ammonia was extracted by means of methylene chloride. After removal of the solvent the residue was dissolved in hydrochloric ethanol. The crystals formed by cooling were dried off, washed and then dried. 20 g of N-(1-adamantyl)-1,4-benzodioxane-5-carboxamide was produced (M.P.: 137° C.; yield: 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04186135
Source datasetuspto-grants-1980_01
ORD IDord-ee4160763adc43eeb54e6bba7c19771a
Source noteuspto-grants-1980_01