Ammonium Hydroxide → 4-Amino-3-nitrobenzaldehyde

HRID 58145

Reaction equation

HRID 58145 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[NH4+:13].[OH-]>C1COCC1>[NH2:13][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 5981294-Fluoro-3-nitrobenzaldehyde

Product 1

HCID 132377034-Amino-3-nitrobenzaldehydeYield 53%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-fluoro-3-nitro-benzaldehyde (570 g, 3.3 mmol) in THF (20 mL) was added NH4OH (5 mL). The reaction mixture was stirred at room temperature for 1 hour. The resulting yellow solid was collected and washed with water, dried under vacuum to give the title compound (300 mg, yield: 53%). 1H-NMR (300 MHz, DMSO-d6) δ 9.76 (s, 1H), 8.57 (d, 1H), 8.18 (br s, 2H), 7.80 (dd, 1H), 7.10 (d, 1H).

Workup

  1. customThe resulting yellow solid was collected
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-a79753c21c134e12a38d92360c5294dc
Source dataset
uspto-grants-2016_09
Patent number
US09434697B2

Linked notes

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