Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885900Generated: October 27, 2026

Sodium Acetate → 5-Hydroxy-1-(2-cyclohexyl-2-acetoxyethylideneamino)-3-propylhexahydrocyclopenta[d]imidazole-2(1H)-one

https://huagongshe.com/reaction/1885900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
Reactant2-Cyclohexyl-2-acetoxyacetaldehydeHCID 10986960—
Reactant1-amino-3-propyl-5-hydroxyhexahydrocyclopenta[d]imidazole-2(1H)-oneHCID 19878402—
SolventMethanolHCID 887—
Product5-Hydroxy-1-(2-cyclohexyl-2-acetoxyethylideneamino)-3-propylhexahydrocyclopenta[d]imidazole-2(1H)-oneHCID 54341785117.8%

Reaction Conditions

Temperature15 °C

Reaction Steps

A solution of the compound of step (g) (5.0 g) and 2-acetoxy-2-cyclohexylacetaldehyde (Ross et al, J. Med. Chem., 22, 412 (1979), 6.0 g) in methanol (175 ml) containing sodium acetate (3.64 g) was stirred at 15° C. under a nitrogen atmosphere for 16 hours. The alcohol was removed in vacuo and water (100 ml) and chloroform (100 ml) added. The organic phase was separated and washed with brine (100 ml), then dried over anhy. sodium sulphate. Filtration and concentration of the filtrate in vacuo gave a yellow oil (10.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05147885
Source datasetuspto-grants-1992_09
ORD IDord-8b4f97a634b142dd8f84a9e8803c0ffd
Source noteuspto-grants-1992_09