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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947704Generated: October 25, 2026

Chloroacetic Acid → 2-(2-Oxo-1,2-dihydropyrimidin-1-yl)acetic acid

https://huagongshe.com/reaction/1947704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetic AcidHCID 300—
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178479648HCID 178479648—
Product2-(2-Oxo-1,2-dihydropyrimidin-1-yl)acetic acidHCID 1096409—

Reaction Conditions

Temperature105 °C

Reaction Steps

To 2-hydroxypyrimidine hydrochloride (1.00 g, 7.54 mmol) and chloroacetic acid (0.713 g, 7.54 mmol) was added 5 N sodium hydroxide solution (4.5 mL). The reaction mixture was heated at 105° C. for 2 h. After cooled down to ambient temperature and neutralized with 2 M hydrochloric acid (3.8 mL), the title compound was collected by crystallization and filtration as a pale yellow solid. 1H NMR (DMSO-d6): δ 13.2 (s, 1H), 8.59 (dd, J=3.9, 3.0 Hz, 1H), 8.16 (dd, J=6.4, 2.8 Hz, 1H), 6.46 (dd, J=6.4, 4.1 Hz, 1H), 4.58 (s, 2H). LC/MS 155.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399480B2
Source datasetuspto-grants-2013_03
ORD IDord-abf9b0dede5d4f1ea2a3616b64addf37
Source noteuspto-grants-2013_03