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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351212Generated: November 3, 2026

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

https://huagongshe.com/reaction/1351212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
Reactant(5-Allyl-6,7-dimethoxy-quinazolin-4-yl)-(3-chloro-4-fluoro-phenyl)-amineHCID 11234161—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
Product4-(3-chloro-4-fluoro-phenyl)-5-iodomethyl-7,8-dimethoxy-5,6-dihydro-4H-1,3,4-triaza-phenaleneHCID 11443410—

Reaction Steps

To a solution of (5-allyl-6,7-dimethoxy-quinazolin-4-yl)-(3-chloro-4-fluoro-phenyl)-amine (0.102 g, 0.27 mmol) (from Example 18, Step E, supra) in dichloromethane (20 mL) was added I2 (0.69 g, 2.7 mmol). The reaction mixture was stirred at room temperature for 2 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-(3-chloro-4-fluoro-phenyl)-5-iodomethyl-7,8-dimethoxy-5,6-dihydro-4H-1,3,4-triaza-phenalene as a yellow foam. (Yield 0.134 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217717B2
Source datasetuspto-grants-2007_05
ORD IDord-cf44a5bbcdd14fe4b334cc0a06f99f6b
Source noteuspto-grants-2007_05