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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871840Generated: October 30, 2026

Triethylamine → 4-Ethylamino-2-methylthio-5-pyrimidinecarboxylic acid fluoride

https://huagongshe.com/reaction/871840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyanuric fluorideHCID 12664—
Reactant4-Ethylamino-2-methylthiopyrimidine-5-carboxylic acidHCID 22220168—
SolventDichloromethaneHCID 6344—
Product4-Ethylamino-2-methylthio-5-pyrimidinecarboxylic acid fluorideHCID 8910657499.6%

Reaction Steps

To a solution containing 3.0 g (14.0 mmol) of 4-ethylamino-2-methylthio-5-pyrimidinecarboxylic acid and 2.1 mL (15.0 mmol) of triethylamine in 50 mL of CH2Cl2 are added 2.3 mL (28.0 mmol) of cyanuric fluoride. The mixture is stirred for 3 hours and the solution is diluted with 250 mL of CH2Cl2 and 75 mL of ice-cold water. After separation of the phases by settling, the organic phase is washed with 75 mL of ice-cold water and dried over MgSO4. The solvent is then evaporated off under reduced pressure. 3.0 g of expected product are obtained in the form of a greenish gum. The yield is quantitative.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975250B2
Source datasetuspto-grants-2015_03
ORD IDord-10a3fe250faa47628fb912bf008234a6
Source noteuspto-grants-2015_03