Nitric Acid → N-(4-isopropyl-2-nitrophenyl)acetamide

HRID 2093038Notes

Reaction equation

HRID 2093038 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[N+:14]([O-])([OH:16])=[O:15].OS(O)(=O)=O>>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[C:6]([N+:14]([O-:16])=[O:15])[CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 258025N-[4-(Propan-2-yl)phenyl]ethanimidic acid

Product 1

HCID 4200165N-(4-isopropyl-2-nitrophenyl)acetamide

Procedure

N-(4-Isopropylphenyl)acetamide obtained in step I above was nitrated using nitric acid (1.2 eq)+H2SO4 (1.0 eq) at 0 to 5° C. for 2 hrs. After the completion of the reaction, reaction mixture was added to ice and pH was adjusted to 8, extracted with dichloromethane, which was evaporated to dryness to obtain N-(4-isopropyl-2-nitrophenyl)acetamide.

Workup

  1. customat 0 to 5° C.
  2. customfor 2 hrs
  3. customAfter the completion of the reaction, reaction mixture
  4. additionwas added to ice and pH
  5. extractionextracted with dichloromethane, which
  6. customwas evaporated to dryness

Sources & evidence

ORD record
ord-35811c0c89544a06825366812055ecfd
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

Loading…