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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 3-Chloro-4-methoxybenzylamine hydrochloride | HCID 2764287 | — |
| Reactant | 6-Bromo-1,4-dichlorophthalazine | HCID 22744454 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Bromo-1-chloro-4-[(3-chloro-4-methoxybenzyl)amino]phthalazine | HCID 22744451 | 31.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06699870B2 |
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| Source dataset | uspto-grants-2004_03 |
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| ORD ID | ord-a4aedde9338f494c9aa74bc4a25cae70 |
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| Source note | uspto-grants-2004_03 |
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