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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263575Generated: November 1, 2026

Ethanol → HCID 66603345, compound

https://huagongshe.com/reaction/2263575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethylamineHCID 6329—
Reactant4-Bromophthalic anhydrideHCID 66590—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTolueneHCID 1140—
ProductHCID 66603345HCID 66603345—

Reaction Steps

A solution of 4-bromophthalic anhydride (2.0 g) in toluene (20 mL) was treated with 33% methylamine in EtOH (1.65 mL) and a crystal of DMAP. After stirring for 1 h at ambient temperature, the mixture was heated to reflux under a dean-stark trap during 14 h. The reaction mixture was cooled to −20° C., and the resulting white crystals collected and washed with hexanes to give N-methyl-3-bromophthalimide (1.32 g) m.p. 149-151. Concentration of the mother liquor and recrystalization from benzene (3 mL) gave a second crop, 430 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851637B2
Source datasetuspto-grants-2010_12
ORD IDord-47112cecb1fc45898ba9ff57399f9813
Source noteuspto-grants-2010_12