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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877439Generated: October 31, 2026

Sodium hydride → HCID 67309163, compound

https://huagongshe.com/reaction/1877439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
ReactantMethyl 9H-carbazole-4-carboxylateHCID 19897888—
SolventDimethylformamideHCID 6228—
ProductHCID 67309163HCID 6730916388.9%

Reaction Steps

In a 250 ml round-bottomed flask under argon, 391 mg of a suspension of sodium hydride at 60% in petroleum jelly are added at ambient temperature, in 4 stages, in ½ hour, to a solution of 2.0 g of 9H-carbazole-4-carboxylic acid methyl ester obtained according to the preceding stage and of 1.95 g of 2-bromo-4-fluorobenzonitrile in 50 ml of dimethylformamide. The mixture is stirred at ambient temperature for 3 hours. The reaction medium is evaporated to dryness under vacuum and the residue is chromatographed on silica gel (40-63 μm), elution being carried out with a mixture of dichloromethane and cyclohexane (50:50). 3.2 g of 9-(3-bromo-4-cyanophenyl)-9H-carbazole-4-carboxylic acid methyl ester are obtained in the form of a white solid, the characteristics of which are the following:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309721B2
Source datasetuspto-grants-2012_11
ORD IDord-e2c8c858cb4043f29d79fcd523b7b421
Source noteuspto-grants-2012_11