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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885897Generated: October 30, 2026

Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → 1-Benzylideneamino-3-propyltetrahydrocyclopenta[d]imidazol-2,5(1H,3H)-dione

https://huagongshe.com/reaction/1885897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
ReactantBenzaldehyde 2-(1,4-dioxaspiro[4.4]non-6-en-8-yl)-4-propylsemicarbazoneHCID 54263215—
SolventAcetoneHCID 180—
Product1-Benzylideneamino-3-propyltetrahydrocyclopenta[d]imidazol-2,5(1H,3H)-dioneHCID 54441359115.4%

Reaction Steps

An acetone solution (150 ml) of the compound of step (d) (21 g) was stirred at 15° C. while camphorsulphonic acid (2.5 g) was added portionwise over 10 minutes. After 4 hours, the mixture was concentrated in vacuo, water (150 ml) and chloroform (100 ml) added and the organic phase separated. The latter was washed with dilute sodium bicarbonate (100 ml), separated and concentrated in vacuo to give the desired product as a brown oil (21.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05147885
Source datasetuspto-grants-1992_09
ORD IDord-9f30f5af59f94829875563502685d01d
Source noteuspto-grants-1992_09