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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727000Generated: November 2, 2026

Azobisisobutyronitrile → 2-Bromomethyl-5-(4-trifluoromethyl-phenyl)-pyrimidine

https://huagongshe.com/reaction/1727000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant2-Methyl-5-(4-trifluoromethyl-phenyl)-pyrimidineHCID 21935946—
SolventCarbon TetrachlorideHCID 5943—
Product2-Bromomethyl-5-(4-trifluoromethyl-phenyl)-pyrimidineHCID 2193592235.2%

Reaction Conditions

Temperature75 °C

Reaction Steps

0.31 g (1.3 mmol) of 2-methyl-5-(4-trifluoromethyl-phenyl)-pyrimidine, 0.255 g (1.43 mmol) of N-bromosuccinimide and 0.15 g (0.91 mmol) of 2,2′-azobis-(2-methyl-propionitril) were dissolved in 5 ml of carbon tetrachloride and the mixture was stirred at 75° C. Two portions of 0.13 g (0.73 mmol) of N-bromosuccinimide and 0.075 g (0.046 mmol) of 2,2′-azobis-(2-methyl-propionitril) were added to the reaction mixture, after 4 and 8 hours, respectively, and the heating was continued for additional 16 hours. After cooling to ambient temperature, the mixture was chromatographed on silicagel with dichloromethane as eluent. 0.145 g of the title compound were obtained as pale yellow solid. MS: 316.0 (M, 1Br)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495001B2
Source datasetuspto-grants-2009_02
ORD IDord-7ae48c4f43544084bb509103a9f61d55
Source noteuspto-grants-2009_02