Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300153Generated: November 1, 2026

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

https://huagongshe.com/reaction/2300153

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 ethylacetate. 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 numberUS06498159B1
Source datasetuspto-grants-2002_12
ORD IDord-83c67eabe72f47259fa7a36af3a076b0
Source noteuspto-grants-2002_12