Ethanol → 4-nitro-N-(1H-pyrrol-1-yl)-3-pyridinamine-N-oxide

HRID 414601

Reaction equation

HRID 414601 reaction equation
F[C:2]1[CH:3]=[N+:4]([O-])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[NH2:12][N:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1.C([OH:20])C>>[N+:8]([C:7]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[NH+:12]([O-:20])[N:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1)([O-:10])=[O:9]

Participants

4

Reactant 3

HCID 702EthanolHCID 1365891-AminopyrroleHCID 5940283-Fluoro-4-nitropyridin-1-ium-1-olate

Product 1

HCID 197745754-nitro-N-(1H-pyrrol-1-yl)-3-pyridinamine-N-oxide

Procedure

A solution of 5 g of 3-fluoro-4-nitropyridine-N-oxide (disclosed in Talik and Talik, Roczniki Chemii, 38, 777 (1964)) and 5 g of 1-aminopyrrole in 75 ml of ethanol was stirred one hour at 85° C. and thereafter cooled and filtered to give 6 g of 4-nitro-N-(1H-pyrrol-1-yl)-3-pyridinamine-N-oxide as a solid, d 224°-226°. A 3 g sample was recrystallized from ethanol to give 2.2 g of crystals, d 224°-226°.

Workup

  1. temperaturecooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-46ae07161c974a16b0d705236caf6a1e
Source dataset
uspto-grants-1988_12
Patent number
US04792562

Linked notes

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