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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290663Generated: October 25, 2026

Benzylamine → 2-Methylthio-4-benzylamino-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidine

https://huagongshe.com/reaction/1290663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantCesium carbonateHCID 10796—
Reactant2-Methylthio-4-chloro-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidineHCID 22102986—
SolventAcetonitrileHCID 6342—
Product2-Methylthio-4-benzylamino-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidineHCID 1891684965%

Reaction Conditions

Temperature50 °C

Reaction Steps

To 6-(2-benzyloxy-5-cyanophenoxy)-4-chloro-5-nitro-2-methylthiopyrimidine (2.5 g, 5.83 mmol) in 50 mL acetonitrile at 0° C. was added cesium carbonate (2.47 g, 7.58 mmol) followed by benzylamine (0.64 mL) and the reaction mixture was heated at 50° C. for 4 hours. The reaction was filtered, the filtrate evaporated and the residue chromatographed on silica gel (ethyl acetate:hexane) to afford 1.82 g (65%) of 6-(2-benzyloxy-5-cyanophenoxy)-4-(benzyl)amino-5-nitro-2-methylthiopyrimidine, a compound of formula (E).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753635
Source datasetuspto-grants-1998_05
ORD IDord-4eca00698592454faa2b92ea65d77acf
Source noteuspto-grants-1998_05