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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290661Generated: October 26, 2026

Cesium carbonate → 2-Methylthio-4-chloro-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidine

https://huagongshe.com/reaction/1290661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4,6-Dichloro-2-(methylthio)-5-nitropyrimidineHCID 11345458—
Reactant4-(Benzyloxy)-3-hydroxybenzonitrileHCID 15453451—
SolventAcetonitrileHCID 6342—
Product2-Methylthio-4-chloro-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidineHCID 2210298656.1%

Reaction Steps

To 4,6-dichloro-5-nitro-2-methylthiopyrimidine (5.0 g, 20.8 mmol) in 200 mL acetonitrile at 0° C. was added cesium carbonate (8.82 g, 27.1 mmol) followed by the addition of 3-hydroxy-4-benzyloxybenzonitrile (4.69 g, 20.8 mmol), and the resulting reaction mixture was stirred for 16 hours. The volatiles were evaporated and the residue chromatographed on silica gel (hexane/ethyl acetate, 2:1) to afford 5.0 g of 2-methylthio-4-chloro-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidine, a compound of formula (C).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753635
Source datasetuspto-grants-1998_05
ORD IDord-0b7ff376d41f4e619d1270c59be0e6ba
Source noteuspto-grants-1998_05