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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986369Generated: October 30, 2026

Hydroxylamine → 4-(6-Bromo-1-phenyl-1H-imidazo[4,5-c]pyridin-2-yl)-furazan-3-amine

https://huagongshe.com/reaction/1986369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant(6-Bromo-1-phenyl-1H-imidazo[4,5-c]pyridin-2-yl)(hydroxyimino)acetonitrileHCID 136384883—
SolventTetrahydrofuranHCID 8028—
Product4-(6-Bromo-1-phenyl-1H-imidazo[4,5-c]pyridin-2-yl)-furazan-3-amineHCID 8662334860%

Reaction Conditions

Temperature120 °C

Reaction Steps

The product from Step 6 (2.7 g, 7.93 mmol) in THF (5 mL) and triethylamine (1.1 mL, 7.93 mmol) was treated with a 50% solution of hydroxylamine in water (0.24 mL, 7.93 mmol). The mixture was heated at 120° C. in a sealed tube for 10 h and the reaction allowed to cool to room temperature. The resulting precipitate was filtered and dried in vacuo to afford the title compound (1.7 g, 60%). MS (ES+) m/e 357/359 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547779B2
Source datasetuspto-grants-2009_06
ORD IDord-fb2d6472c7dd4149b089675262f2d8b4
Source noteuspto-grants-2009_06