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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 903334Generated: October 25, 2026

Barbital → 1,3-Di(beta-hydroxy-n-propyl)-5,5-diethylbarbituric acid

https://huagongshe.com/reaction/903334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBarbitalHCID 2294—
ReactantPropylene OxideHCID 6378—
CatalystTetraethylammoniumHCID 5413—
SolventDimethylformamideHCID 6228—
Product1,3-Di(beta-hydroxy-n-propyl)-5,5-diethylbarbituric acidHCID 23338216102.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

40.7 g (0.7 mol) of propene oxide are added dropwise over the course of 1 hour to a mixture of 55.3 g of 5,5-diethylbarbituric acid (0.3 mol), 2.77 g of tetraethylammonium chloridde (5 mol percent) and 400 ml of dimethylformamide at 35° C. whilst stirring. Thereafter the mixture is gradually heated to 100° C. After 7 hours' stirring at 100° C. the mixture is worked-up in accordance with example 4. 92.5 g of crude 1,3-di(β-hydroxy-n-propyl)-5,5-diethylbarbituric acid (99.5% of theory) are obtained. The product boils at 138°-148° C. under 0.08 mm Hg; 75.2 g or pure product (80% of theory) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04227005
Source datasetuspto-grants-1980_10
ORD IDord-c6003e348a8a4e0c99d45b9f1277386f
Source noteuspto-grants-1980_10