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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403698Generated: October 25, 2026

Azobisisobutyronitrile → Methyl 4-(bromomethyl)-4'-nitrobiphenyl-3-carboxylate

https://huagongshe.com/reaction/403698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 4-methyl-4'-nitrobiphenyl-3-carboxylateHCID 67307694—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 4-(bromomethyl)-4'-nitrobiphenyl-3-carboxylateHCID 67306641—

Reaction Conditions

Temperature80 °C

Reaction Steps

The compound of example 3 (5.7 g, 0.021 mol) was dissolved in carbon tetrachloride (125 mL). AIBN (350 mg) and NBS (4.1 g, 0.0231 mol) were added and the reaction mixture was refluxed at 80° C. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through celite. The filtrate was concentrated to obtain a crude material containing 85% mono bromo and 10% dibromo product and 5% starting material. The crude was used directly without purification for the preparation of the compound of example 5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748426B2
Source datasetuspto-grants-2014_06
ORD IDord-7566dc0364ba4d0e8bd6b284ae59ec52
Source noteuspto-grants-2014_06