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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1653642Generated: October 31, 2026

Thiophosgene → Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-(isothiocyanato)picolinate

https://huagongshe.com/reaction/1653642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantMethyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinateHCID 15239974—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-(isothiocyanato)picolinateHCID 1523998076.6%

Reaction Steps

0.82 g (7.15 mmol) of thiophosgene was dropwise added at room temperature to a solution of 2 g (6.5 mmol) of methyl 6-amino-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate in 70 ml of dichloromethane and 50 ml of water. The mixture was stirred at room temperature for two hours. After completion of the reaction, the dichloromethane layer was separated and washed with water. Then, the organic layer was dried and concentrated. The obtained residue was recrystallized from a mixture of dichloromethane and diisopropyl ether to obtain the desired product as slightly yellow transparent crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05403816
Source datasetuspto-grants-1995_04
ORD IDord-27245ae7cd454ec5ba5e209648c27a49
Source noteuspto-grants-1995_04