Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549480Generated: October 25, 2026

Dimethylformamide → HCID 178509773, compound

https://huagongshe.com/reaction/549480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 178418546HCID 178418546—
Reactant9-bromo-6-chloro-2-(2,6-dibromophenyl)-1H-phenanthro[9,10-d]imidazoleHCID 178477839—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 178509773HCID 178509773—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of 26 g of 9-bromo-6-chloro-2-(2,6-dibromophenyl)-11H-phenanthro[9,10-d]imidazole from Step 4 in 200 mL of dry DMF, was added 14.2 g of CuCN. The reaction was stirred overnight at 85° C., cooled down to room temperature, brine was added and the mixture stirred for 30 minutes. The solution was diluted in ethyl acetate, washed with 10% ammonium hydroxide, brine, dried over sodium sulphate and volatiles were removed under reduced pressure to afford 26 g of 2-(9-bromo-6-chloro-1H-phenanthro[9,10-d]imidazol-2-yl)isophthalonitrile as a solid. 1H NMR (Acetone-d6): 9.19 (s, 1H), 9.02 (s, 1H), 9.71 (bs, 1H), 8.49 (bs, 1H), 8.39 (d, 2H), 8.07 (t, 1H), 7.97 (d, 1H), 8.81 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943649B2
Source datasetuspto-grants-2011_05
ORD IDord-eb27acc9674d4a2e83b0b010f792a33b
Source noteuspto-grants-2011_05