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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712174Generated: October 27, 2026

Diethyl Ether → 2,6-Dibromopyridin-4-amine

https://huagongshe.com/reaction/712174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantHexaneHCID 8058—
Reactant2,6-Dibromo-4-nitro-1-oxo-1lambda~5~-pyridineHCID 11022882—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product2,6-Dibromopyridin-4-amineHCID 14091041—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2,6-dibromo-4-nitropyridine 1-oxide (6.80 g, 22.82 mmol) in acetic acid (100 mL) at rt was added Fe powder (6.40 g, 114.13 mmol). The resulting reaction mixture was heated to 100° C. for 1 h. After completion of reaction (by TLC), acetic acid was distilled off under reduced pressure, the residue was basified with aqueous ammonia solution and extracted with EtOAc (3×250 mL). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue thus obtained was treated with ether and hexane and filtered to obtain the desired product as an off white solid (5.40 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181234B2
Source datasetuspto-grants-2015_11
ORD IDord-225d830877764128b111d3cc7d81b37c
Source noteuspto-grants-2015_11