Potassium Nitrate → N-(3-formyl-4-nitrophenyl)acetamide

HRID 256183

Reaction equation

HRID 256183 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[CH:6]([C:8]1[CH:9]=[C:10]([NH:14][C:15](=[O:17])[CH3:16])[CH:11]=[CH:12][CH:13]=1)=[O:7]>S(=O)(=O)(O)O>[CH:6]([C:8]1[CH:9]=[C:10]([NH:14][C:15](=[O:17])[CH3:16])[CH:11]=[CH:12][C:13]=1[N+:1]([O-:4])=[O:2])=[O:7]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 256849N-(3-formylphenyl)acetamide

Product 1

HCID 13987601N-(3-formyl-4-nitrophenyl)acetamideYield 48.8%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
5 °C

Procedure

A solution of potassium nitrate (6.2 g, 61 mmol) in sulfuric acid (30 mL) was added dropwise to stirred solution of N-(3-formylphenyl)acetamide (10.0 g, 61 mmol) in sulfuric acid (120 mL) maintained at 5° C. After 2 hours, the reaction mixture was poured onto ice water (500 mL) and filtered to give N-(3-formyl-4-nitrophenyl)acetamide (6.2 g, 48%) mp 131°-135° C., used without further purification.

Workup

  1. additionthe reaction mixture was poured onto ice water (500 mL)
  2. filtrationfiltered

Sources & evidence

ORD record
ord-d972c48809d24f6790d4889bc1c8c1e7
Source dataset
uspto-grants-1987_10
Patent number
US04701459

Linked notes

Loading…