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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368544Generated: October 31, 2026

Acetic Acid → 6-Amino-1-pentyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

https://huagongshe.com/reaction/2368544

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl cyanoacetateHCID 7764—
ReactantSodium ethoxideHCID 2723922—
ReactantUrea, 1-pentyl-2-thio-HCID 6451284—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product6-Amino-1-pentyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-oneHCID 5760018465.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

N-Pentylthiourea (10.0 g, 0.068 mol) was mixed with ethyl cyanoacetate (9.3 g, 0.082 mol) and sodium ethoxide (6.4 g, 0.094 mol) in ethanol (60 mL). The mixture was stirred at 75° C. overnight. After cooling, a solution of 10% acetic acid in water (150 mL) was added. The solid formed was collected by filtration and washed with water to afford the desired product (9.5 g, 65% yield). LCMS calculated for C9H16N3OS: (M+H) 214.1. Found 214.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703783B2
Source datasetuspto-grants-2014_04
ORD IDord-c9e1f289d6714e0aa816f517c325f793
Source noteuspto-grants-2014_04