Ammonia methanol → 4-Nitro-3-piperidin-1-yl-phenylamine

HRID 646884Notes

Reaction equation

HRID 646884 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:14]([O-:16])=[O:15])=[C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:7]=1.[NH3:17].CO>>[N+:14]([C:5]1[CH:4]=[CH:3][C:2]([NH2:17])=[CH:7][C:6]=1[N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)([O-:16])=[O:15]

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 532567081-(5-Fluoro-2-nitrophenyl)piperidine

Product 1

HCID 541381144-Nitro-3-piperidin-1-yl-phenylamineYield 47%

Procedure

A solution of 1-(5-fluoro-2-nitro-phenyl)-piperidine (514 mg, 2.29 mmol) in 10 mL of saturated NH3-MeOH were heated in a sealed tube at 110° C. for 48 h. The result was concentrated in vacuo and purified by preparative thin layer chromatography to afford 240 mg (47%) of the title compound. Mass spectrum (ESI, m/z): Calcd. for C11H15N3O2, 222.1 (M+H), found 222.2.

Workup

  1. concentrationThe result was concentrated in vacuo
  2. custompurified by preparative thin layer chromatography

Sources & evidence

ORD record
ord-4cc788bc827741fe92e292a16e362d83
Source dataset
uspto-grants-2010_04
Patent number
US07705042B2

Reaction notes

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