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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410918Generated: November 2, 2026

Diiodomethane → 3-bromo-7-iodo-9H-carbazole-1-carboxamide

https://huagongshe.com/reaction/2410918

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiiodomethaneHCID 6346—
ReactantIsoamyl NitriteHCID 8053—
Reactant7-amino-3-bromo-9H-carbazole-1-carboxamideHCID 66605144—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Product3-bromo-7-iodo-9H-carbazole-1-carboxamideHCID 66604592—

Reaction Conditions

Temperature55 °C

Reaction Steps

To a mixture of 7-amino-3-bromo-9H-carbazole-1-carboxamide 470B (1 g, 2.79 mmol) and CH2I2 (15 mL) was slowly added isopentyl nitrite (1 mL, 7.48 mmol). The mixture was heated in microwave at 60° C. for 45 mins copper(I) iodide (0.266 g, 1.397 mmol) was added to the reaction mixture and heated in microwave at 55° C. for additional 30 mins The mixture was concentrated. EtOAc(50 ml) was added and stirred for 10 mins and filtered. The collected solid was washed with H2O 2×50 ml. The remaining solid was purified using preparative HPLC to give titled product. MS (ESI) m/z 412.82 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815840B2
Source datasetuspto-grants-2014_08
ORD IDord-edbd904c3a0840668fe1d17a5fa76b4a
Source noteuspto-grants-2014_08