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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729286Generated: October 31, 2026

4-Nitrophenol → 1,3-dimethyl-6-{4-[2-(4-nitrophenoxy)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/1729286

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant1,3-dimethyl-6-[4-(2-hydroxyethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedioneHCID 9970252—
SolventTetrahydrofuranHCID 8028—
Product1,3-dimethyl-6-{4-[2-(4-nitrophenoxy)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedioneHCID 1009172669.3%

Reaction Steps

To 100 ml of anhydrous tetrahydrofuran were added 5.37 g of 1,3-dimethyl-6-[4-(2-hydroxyethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione, 3.20 g of 4-nitrophenol and 6.03 g of triphenylphosphine, and the resultant mixture and 50 ml of an anhydrous tetrahydrofuran solution containing 3.9 g of diethyl azodicarboxylate were treated in the same manner as in Reference Example 4, thereby obtaining 5.40 g of crystalline 1,3-dimethyl-6-[4-(2-[4-nitrophenoxy] ethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione (Compound x).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05332739
Source datasetuspto-grants-1994_07
ORD IDord-a81f80c362af4be8bd06d0d76591e3b6
Source noteuspto-grants-1994_07