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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47317Generated: October 29, 2026

N-methyl-2-pyrrolidone → 6-Bromo-1-chloro-4-[(3-chloro-4-methoxybenzyl)amino]phthalazine

https://huagongshe.com/reaction/47317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant3-Chloro-4-methoxybenzylamine hydrochlorideHCID 2764287—
Reactant6-Bromo-1,4-dichlorophthalazineHCID 22744454—
SolventWaterHCID 962—
Product6-Bromo-1-chloro-4-[(3-chloro-4-methoxybenzyl)amino]phthalazineHCID 2274445131.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

5.2 ml DBU was added to a mixture of 3.8 g 6-bromo-1,4-dichlorophthalazine, 3.5 g 3-chloro-4-methoxybenzylamine hydrochloride and 30 ml 1-methyl-2-pyrrolidinone, and the mixture was stirred at 100° C. for 3 hr. After cooling, water was added to the reaction solution which was then extracted with ethyl acetate. The extract was washed with brine. It was dried over anhydrous magnesium sulfate and filtered, and the filtrate was evaporated. The resulting residue was purified by silica gel column chromatography to give 1.8 g of the title compound as a less polar compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699870B2
Source datasetuspto-grants-2004_03
ORD IDord-a4aedde9338f494c9aa74bc4a25cae70
Source noteuspto-grants-2004_03