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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603891Generated: October 30, 2026

Ethylenediamine → HCID 12813635, compound

https://huagongshe.com/reaction/1603891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant(5-Bromo-1-benzofuran-2-yl)methanolHCID 2795537—
ReactantHCID 178418546HCID 178418546—
SolventWaterHCID 962—
ProductHCID 12813635HCID 1281363574%

Reaction Conditions

Temperature200 °C

Reaction Steps

A solution of 5-bromo-2-benzofuranylmethanol (1.19 g, 5.24 mmol), copper (I) cyanide (0.470 g, 5.25 mmol) and N-methylpyrrolidinone (15 ml) was left under stirring at 200° C. for 3.5 h, then was poured onto a solution of ethylenediamine (6 g) in water (80 ml) and extracted with ethyl acetate (3×75 ml). The organic phase was dried and the solvents were evaporated off under reduced pressure. The resulting crude was purified by chromatography through a silica gel column, eluting with n-hexane:ethyl acetate mixtures of increasing polarity, thereby obtaining 0.671 g of title product as a yellow solid with melting point 113-114° C. (74% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990142
Source datasetuspto-grants-1999_11
ORD IDord-adbacfefd2514e7a80d62e362bb51d99
Source noteuspto-grants-1999_11