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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49581Generated: October 29, 2026

Dimethylformamide → 2-(5-methyl-1H-imidazol-4-yl)ethanol oxalate

https://huagongshe.com/reaction/49581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiethylamineHCID 8021—
ReactantFormamidine acetateHCID 160693—
Reactant3-Bromo-2-methyl-tetrahydrofuran-2-olHCID 21299401—
Product2-(5-methyl-1H-imidazol-4-yl)ethanol oxalateHCID 2129940042%

Reaction Conditions

Temperature80 °C

Reaction Steps

5.0 g of 3-bromo-2-methyl-tetrahydrofuran-2-ol and 5.75 g of formamidine acetate were added to 15 ml of N,N-dimethylformamide. 5 g of diethylamine was slowly added to the reaction mixture, which was then stirred for about 4 hours at 80° C. and was distilled in vacuo for about 1 hour at the same temperature. The resulting oily residue was diluted with 25 ml of acetone. 4.95 g of oxalic acid was added to the reaction mixture, which was then stirred for about 1 hour. The resulting solid was filtered and washed with acetone to give 2.5 g of 2-(5-methyl-1H-imidazol-4-yl)ethanol oxalate (yield: 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706888B2
Source datasetuspto-grants-2004_03
ORD IDord-4f07a90ad4d24bee9af17a0712dbf074
Source noteuspto-grants-2004_03