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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175723Generated: November 1, 2026

Hydrogen Bromide → 2-Amino-5-bromo-1H-pyrrole-3,4-dicarbonitrile

https://huagongshe.com/reaction/2175723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantTetracyanoethyleneHCID 12635—
SolventAcetic AcidHCID 176—
SolventAcetoneHCID 180—
SolventEthyl AcetateHCID 8857—
Product2-Amino-5-bromo-1H-pyrrole-3,4-dicarbonitrileHCID 61097866.8%

Reaction Steps

Tetracyanoethylene (10.02 g, 78.23 mmol) was dissolved in the mixed solvent of acetone (60 mL) and ethyl acetate (120 mL), to which hydrogen bromide (33 wt %, 60 mL) dissolved in acetic acid was added at 0˜5° C. The yellow solid compound observed after one hour-stirring was isolated by filtering. After washing the compound with cold distilled water (100 mL), the mixture was dried in the air to give the target compound (11.02 g, 52.22 mmol, 66.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062088B2
Source datasetuspto-grants-2015_06
ORD IDord-d6d498be3d55433a8bde26539f9937fe
Source noteuspto-grants-2015_06