Potassium Carbonate → N-(4-Nitrosophenyl)acetamide

HRID 1627406Notes

Reaction equation

HRID 1627406 reaction equation
OOS([O-])=O.[K+].C(=O)([O-])[O-:8].[K+].[K+].[NH2:13][C:14]1[CH:23]=[CH:22][C:17]([NH:18][C:19](=[O:21])[CH3:20])=[CH:16][CH:15]=1>O>[N:13]([C:14]1[CH:15]=[CH:16][C:17]([NH:18][C:19](=[O:21])[CH3:20])=[CH:22][CH:23]=1)=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 312304-AminoacetanilideHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 19001763N-(4-Nitrosophenyl)acetamideYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

After oxone (potassium peroxymonosulfate, from Sigma-Aldrich®; 12.28 g, 20.0 mmol) had dissolved completely in water (100 mL), potassium carbonate (4.14 g, 30 mmol) was added slowly to neutralize the solution to a weak acidity. The solution was added quickly into a solution of 4′-aminoacetanilide (from Sigma-Aldrich®; 1.50 g, 10.0 mmol) in water (150 mL). The mixture immediately turned green, and greenish-gray solids started to fall out of solution. After the mixture had been stirred for another 10 minutes, the precipitates were collected on a filter funnel, air dried, and recrystallized from hot ethanol. Two batches of products were collected to give a total yield of 1.06 g (65%) greenish crystals, mp 179-180° C. (lit. 179-180° C.).

Workup

  1. customthe precipitates were collected on a filter funnel
  2. customair dried
  3. customrecrystallized from hot ethanol
  4. customTwo batches of products were collected

Sources & evidence

ORD record
ord-fe7d453b75a3427db02d2b601c302819
Source dataset
uspto-grants-2014_07
Patent number
US08785589B1

Reaction notes

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