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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227606Generated: October 30, 2026

Azobisisobutyronitrile → 6-(Bromomethyl)-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/227606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant6-Methyl-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amineHCID 11616204—
SolventBenzeneHCID 241—
Product6-(Bromomethyl)-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amineHCID 59099562—

Reaction Steps

A suspension of Example 1D (500 mg, 1.75 mmol) in benzene (50 mL) was treated with NBS (340 mg, 1.91 mmol) and AIBN (50 mg), stirred at reflux for 3.5 hours, and concentrated. The concentrate was absorbed onto silica gel and purified by flash column chromatography with ethyl acetate to provide 330 mg of a 1.7:1 mixture of the desired product and recovered starting material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560552B2
Source datasetuspto-grants-2009_07
ORD IDord-c83ecd474b394e848d25bff6ff61dd27
Source noteuspto-grants-2009_07