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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254125Generated: November 3, 2026

Azobisisobutyronitrile → 5-Bromo-4-chloro-5,6,7,8-tetrahydro-2-trifluoromethylquinazoline

https://huagongshe.com/reaction/2254125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 19383098HCID 19383098—
SolventChloroformHCID 6212—
Product5-Bromo-4-chloro-5,6,7,8-tetrahydro-2-trifluoromethylquinazolineHCID 1974419158.3%

Reaction Steps

To a solution of 17.63 g of 4-chloro-5,6,7,8,-tetrahydro-2-trifluoromethylquinazoline in 220 mL of chloroform was added 14.6 g of N-bromosuccinimide and 0.85 g of AIBN. The resulting reaction mixture was heated to reflux overnight under a nitrogen atmosphere. The reaction was cooled, filtered and all solvents were removed by evaporation. The residue was purified on a silica column (5% ethyl acetate in hexane) to yield 13.7 g (58%) of the required compound. This material was carried to the next step with no further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05234936
Source datasetuspto-grants-1993_08
ORD IDord-a288336c914e4140a52f3324b76cd515
Source noteuspto-grants-1993_08