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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362256Generated: November 1, 2026

Azobisisobutyronitrile → Methyl 2-(bromomethyl)-4-nitrobenzoate

https://huagongshe.com/reaction/2362256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-methyl-4-nitrobenzoateHCID 15088700—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 2-(bromomethyl)-4-nitrobenzoateHCID 1508870192.4%

Reaction Steps

To a solution of 2-Methyl-4-nitro-benzoic acid methyl ester (3.08 g, 15.79 mmole) in 125 ml carbontetrachloride was added NBS (3.1 g, 17.38 mmole) and AIBN (390 mg, 2.38 mmole). The reaction mixture was heated at reflux under light for 22 hours. The reaction mixture was cooled down, concentrated to half, filtered off, solid was washed with 25 ml carbontetrachloride. The filtrate was concentrated to give 4 g crude product, containing about 20% unreacted starting material. This was used for next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691816B2
Source datasetuspto-grants-2014_04
ORD IDord-16698a0335004e58ae0d53f4218cbb89
Source noteuspto-grants-2014_04