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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365183Generated: October 30, 2026

1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → 5-(2-Phthalimidoethylamino)-1,3,6-trimethylpyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/365183

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
ReactantPotassium CarbonateHCID 11430—
ReactantAB-323/25048145HCID 816935—
SolventAcetonitrileHCID 6342—
Product5-(2-Phthalimidoethylamino)-1,3,6-trimethylpyrimidine-2,4(1H,3H)-dioneHCID 12818867—

Reaction Steps

24.7 g. 5-Amino-1,3,6-trimethylpyrimidine-2,4(1H,3H)-dione, 44.5 g. N-(2-bromoethyl)-phthalimide and 30.2 g. potassium carbonate are stirred in 450 ml. acetonitrile for 4 days in an autoclave at 110° to 130° C. The inorganic salts are filtered off with suction and the filtrate is evaporated. The residue is purified over silica gel using ethyl acetate as elution agent. There are obtained 13.7 g. (27% of theory) of the desired product in the form of colorless crystals; m.p. 178°-180° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04608383
Source datasetuspto-grants-1986_08
ORD IDord-0bea65807b524bdd940f520245c88d7a
Source noteuspto-grants-1986_08