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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645524Generated: October 27, 2026

Allyl Alcohol → (4,6-Dichloro-2-methylsulfanylpyrimidin-5-yl)carbamic acid allyl ester

https://huagongshe.com/reaction/645524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl AlcoholHCID 7858—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acidHCID 22053577—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product(4,6-Dichloro-2-methylsulfanylpyrimidin-5-yl)carbamic acid allyl esterHCID 57580394—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylic acid (5.5 mmol) in dioxane (10 mL) are added diphenyl phosphoryl azide (6.6 mmol), triethylamine (6.6 mmol) and allyl alcohol (11 mmol) at room temperature under N2 atmosphere. After stirring at 100° C. for 1 h, the reaction mixture is cooled to room temperature and diluted with AcOEt. The organic layer is washed twice with H2O and evaporated in vacuo. The resulting residue is purified by silica gel column chromatography to give (4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)carbamic acid allyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704996B2
Source datasetuspto-grants-2010_04
ORD IDord-cd432a50e39043cab54dcf38b5dc74d1
Source noteuspto-grants-2010_04