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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486015Generated: October 29, 2026

1-Adamantanecarbonyl chloride → HCID 22402381, compound

https://huagongshe.com/reaction/486015

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Adamantanecarbonyl chlorideHCID 98915—
Reactant5,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedioneHCID 5098605—
SolventPyridineHCID 1049—
ProductHCID 22402381HCID 22402381113.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

At first, 10 g (44.3 mmol) of 1,3-dipropyl-5,6-diaminouracil was dissolved in 50 ml of pyridine, and 10.6 g (53.1 mmol) of adamantane-1-carbonylchloride was added by portions thereto at 0° C. After stirring for 30 minutes at 0° C., the mixture was concentrated under reduced pressure. A saturated aqueous sodium bicarbonate was added thereto. The residue was extracted with chloroform three times. The organic layers were combined, washed with a saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. Then pyridine was removed from the residue by means of azeotropy with toluene to afford 19.5 g (yield: 100%) of 6-amino-5-(adamantane-1-carbonylamino)-1,3-dipropyluracil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05290782
Source datasetuspto-grants-1994_03
ORD IDord-7efc199e841a476485545fe9106cd0e2
Source noteuspto-grants-1994_03