Nitric Acid → N-(4-chloro-2,6-difluoro-3-nitrophenyl)acetamide

HRID 394443Notes

Reaction equation

HRID 394443 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:11]=[C:10]([F:12])[C:9]([NH:13][C:14](=[O:16])[CH3:15])=[C:8]([F:17])[CH:7]=1>S(=O)(=O)(O)O>[Cl:5][C:6]1[CH:7]=[C:8]([F:17])[C:9]([NH:13][C:14](=[O:16])[CH3:15])=[C:10]([F:12])[C:11]=1[N+:1]([O-:4])=[O:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 18176001N-(4-chloro-2,6-difluorophenyl)acetamide

Product 1

HCID 18176006N-(4-chloro-2,6-difluoro-3-nitrophenyl)acetamide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
2.5 °C

Procedure

30.7 g (487 mmol) of concentrated nitric acid were added dropwise at 0-5° C. to a solution of 100 g (487 mmol) of N-(4-chloro-2,6-difluorophenyl)acetamide in 500 ml of concentrated sulfuric acid. After the reaction mixture had been stirred for one hour at 0-5° C., it was stirred into ice-water. The resulting solid was separated off, washed twice with water and dried. Yield: 81.3 g (72%);

Workup

  1. customThe resulting solid was separated off
  2. washwashed twice with water
  3. customdried

Sources & evidence

ORD record
ord-e14cd8a6d93543c18d951183218dd724
Source dataset
uspto-grants-2003_08
Patent number
US06602825B1

Reaction notes

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