Diethyl Ether → 5-Amino-2-methylfuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate

HRID 2389928Notes

Reaction equation

[CH3:1][C:2]1[O:10][C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=1.[NH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][C:14]=1[N+:22]([O-:24])=[O:23].C(OCC)C>C(#N)C>[N+:22]([C:14]1[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=[CH:18][C:13]=1[O-:12])([O-:24])=[O:23].[NH2:11][N+:6]1[CH:7]=[CH:8][C:9]2[O:10][C:2]([CH3:1])=[CH:3][C:4]=2[CH:5]=1

Participants

Conditions

Temperature: 30 °C

Procedure

A mixture of 2-methylfuro[3,2-c]pyridine (1.20 g, 8.99 mmol) and 1-(aminooxy)-2,4-dinitrobenzene (1.79 g, 8.99 mmol) in acetonitrile (9.0 mL) was stirred at 30° C. for 22 hr, and diethyl ether was added. The resulting precipitate was collected by filtration to give the title compound (2.44 g, yield 82%).

Workup

filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record: ord-5efe2aa9b11b427e9e818c27dcb2339a
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273761B2

Reaction notes

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