Ammonia → 1-(4-Amino-3-nitrophenyl)propan-1-one

HRID 626234Notes

Reaction equation

HRID 626234 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10](=[O:13])[CH2:11][CH3:12])[CH:7]=[CH:6][C:5]=1[NH:14]C(=O)C)([O-:3])=[O:2].N>Cl>[NH2:14][C:5]1[CH:6]=[CH:7][C:8]([C:10](=[O:13])[CH2:11][CH3:12])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 59569038N-(2-nitro-4-propanoylphenyl)acetamide

Product 1

HCID 896728871-(4-Amino-3-nitrophenyl)propan-1-oneYield 90.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of N-(2-nitro-4-propionylphenyl)acetamide (3.36 g, 10 mmol) in 30 mL 35% HCl was heated to reflux for 1 h and cooled. The pH was adjusted to 7 by adding aqueous ammonia under stirring. The precipitate was collected by filtration to give the desired product as a yellow solid (1.75 g, 90%).

Workup

  1. temperatureto reflux for 1 h
  2. temperaturecooled
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-ea8c148e812047ff9dc1cf4ef97d453b
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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