Methylamine → Phenol, 3-(methylamino)-4-nitro-

HRID 1429452Notes

Reaction equation

HRID 1429452 reaction equation
F[C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH3:12][NH2:13]>O.Cl>[CH3:12][NH:13][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 146175Phenol, 3-(methylamino)-4-nitro-Yield 95%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

The solution of 3-fluoro-4-nitrophenol (1 g, 6.37 mmol) in aqueous MeNH2 solution (5 mL) was stirred at 85° C. for 5 h. After cooling to room temperature, the solution was diluted with water (30 mL) and concentrated HCl added to adjust to pH 1. The resulting precipitate was collected by filtration and the solid dried under vacuum to give the crude product which was used without further purification (1.1 g, 95% yield). LCMS (m/z): 169.1 (M+1).

Workup

  1. additionadded
  2. filtrationThe resulting precipitate was collected by filtration
  3. customthe solid dried under vacuum

Sources & evidence

ORD record
ord-99d1384a91544e9a8dafdfb9f6bed97b
Source dataset
uspto-grants-2015_01
Patent number
US08940726B2

Reaction notes

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