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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449030Generated: October 31, 2026

Ethanolamine → 4-Chloro-6-(2,3-xylidino)-2-pyrimidinylthio(N-beta-hydroxyethyl)acetamide

https://huagongshe.com/reaction/1449030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantPirinixic AcidHCID 5694—
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
SolventChloroformHCID 6212—
Product4-Chloro-6-(2,3-xylidino)-2-pyrimidinylthio(N-beta-hydroxyethyl)acetamideHCID 68851—

Reaction Steps

To the solution of [4-chloro-6-(2,3-xylidino)-2-pyrimidinyl-thio]-acetic acid (85 g.), triethylamine (45 ml.), in anhydrous chloroform (750 ml.), cooled to -5° C., 35 ml. of ethyl chlorocarbonate and then 22 ml. of ethanolamine were added with stirring while the temperature was kept below +10° C. The reaction mixture was washed with water (350 ml.), and dried over sodium sulphate and the solvent was removed under reduced pressure. The residue was washed with benzene (500 ml.) and crystallised several times from acetone. 55 g. of [4-chloro-6-(2,3-xylidino)-2-pyrimidinyl-thio]-(N-β-hydroxyethyl)-acetamide were obtained, identical with the compound prepared as in Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04188484
Source datasetuspto-grants-1980_02
ORD IDord-f69fcb085a4b4fbf81a52f254f9a9fd0
Source noteuspto-grants-1980_02