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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351218Generated: November 2, 2026

Iodine → 4-(4-bromo-2-fluoro-phenyl)-5-iodomethyl-7,8-dimethoxy-5,6-dihydro-4H-1,3,4-triaza-phenalene

https://huagongshe.com/reaction/1351218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
Reactant(5-Allyl-6,7-dimethoxy-quinazolin-4-yl)-(4-bromo-2-fluoro-phenyl)-amineHCID 11774407—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
Product4-(4-bromo-2-fluoro-phenyl)-5-iodomethyl-7,8-dimethoxy-5,6-dihydro-4H-1,3,4-triaza-phenaleneHCID 11157009—

Reaction Steps

To a solution of (5-allyl-6,7-dimethoxy-quinazolin-4-yl)-(4-bromo-2-fluoro-phenyl)-amine (0.236 g, 0.564 mmol) (from Example 19, Step E, supra) in dichloromethane (30 mL) was added I2 (1.43 g, 5.64 mmol). The reaction mixture was stirred at room temperature for 4 hours. The mixture was diluted with chloroform (100 mL), and washed with a saturated aqueous Na2SO3 solution. The organic layer was separated, dried over Na2SO4, and concentrated to give the desired 4-(4-bromo-2-fluoro-phenyl)-5-iodomethyl-7,8-dimethoxy-5,6-dihydro-4H-1,3,4-triaza-phenalene as an off white oil. (Yield 0.034 g, 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217717B2
Source datasetuspto-grants-2007_05
ORD IDord-ef75156d6cbe46f9afd5755148a1140b
Source noteuspto-grants-2007_05