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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390247Generated: October 26, 2026

Amantadine → [(Adamantylcarbamoyl)methyl]phosphonic acid

https://huagongshe.com/reaction/1390247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmantadineHCID 2130—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-(Dimethoxyphosphoryl)acetic acidHCID 189964—
SolventDichloromethaneHCID 6344—
Product[(Adamantylcarbamoyl)methyl]phosphonic acidHCID 53941885—

Reaction Steps

Adamantylamine (0.045 mole) and dimethyl (carboxymethyl)phosphonate (0.04 mole) were dissolved in 100 ml. of methylene chloride. As the solution was stirred, dicyclohexylcarbodiimide was added portionwise. The solution was stirred overnight, and the mixture filtered. The filtrate was concentrated to a solid. It was recrystallized from an appropriate solvent such as methanol. m.p. 190°-4° C.; yield, 32%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04138432
Source datasetuspto-grants-1979_02
ORD IDord-32472d9a7b834fcd81f11d408b33063c
Source noteuspto-grants-1979_02