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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 849296Generated: October 29, 2026

Sodium Hydroxide → 5-Benzylsulfonylamino-1-methoxymethyl-3-uracilylacetic acid

https://huagongshe.com/reaction/849296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 5-benzylsulfonylamino-1-methoxymethyl-3-uracilylacetateHCID 22943410—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-Benzylsulfonylamino-1-methoxymethyl-3-uracilylacetic acidHCID 22943386—

Reaction Steps

To a cooled (0° C.) suspension of the compound of Example 43 (10.0 g, 24 mmole) in methanol (50 mL) is added 1.0N NaOH (49 mL) over a period of 10 minutes. After the addition is complete, the solution is allowed to warm to room temperature over a period of 1.5 hours. The solvent is reduced under vacuum, residue diluted with water, and washed with ethyl acetate twice. The aqueous layer is acidified with 2.0N HCl to pH 1, extracted with ethyl acetate three times. The combined organic extracts are washed with water, then brine (twice). The solvent is removed to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06011158
Source datasetuspto-grants-2000_01
ORD IDord-1b7f83d16fdb4ffc8e52082b5ad0cc21
Source noteuspto-grants-2000_01