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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095661Generated: November 1, 2026

Water → AZT Malonic Acid

https://huagongshe.com/reaction/1095661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantZidovudineHCID 35370—
ReactantPropanedioyl dichlorideHCID 74269—
SolventAcetonitrileHCID 6342—
ProductAZT Malonic AcidHCID 8658536968%

Reaction Conditions

Temperature0 °C

Reaction Steps

One gram of AZT was dissolved in 30 ml of anhydrous acetonitrile and added dropwise to a solution of 632 mg of malonyl chloride in 20 ml of acetonitrile at 0° C. The reaction mixture was stirred for 2 hours at 0° C. then at 8-10° C. for 4.5 hours. Thin layer chromatography was used to indicate that the reaction was complete. Water (4 ml) was added. Solvents were removed in vacuo and the residue purified by silica gel chromatography eluting with CHCl3:MeOH. Pure product was obtained in a 68% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138200B2
Source datasetuspto-grants-2012_03
ORD IDord-04457a6224494f81b4bd262fe9776da7
Source noteuspto-grants-2012_03