Acetic Anhydride → HCID 66917660, compound

HRID 1818003Notes

Reaction equation

HRID 1818003 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[NH2:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>OS(O)(=O)=O.O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[NH:18][C:19](=[O:21])[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 37837412-Benzyloxy-6-nitroaniline

Product 1

HCID 66917660HCID 66917660, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 2-Benzyloxy-6-nitro-phenylamine (I-107, 1.52 g, 0.0062 mol) in acetic anhydride (1.27 g, 0.0125 mol), 4 drops of conc. H2SO4 was added at room temperature and stirred for one minute and then the reaction flak was immersed in an oil bath maintained at 90° C. After 2 minutes, the solidified reaction mixture was taken in water (20 mL) and filtered the solid. Solid was further washed with water (20 mL×2) and dried under high vacuum to afford N-(2-benzyloxy-6-nitro-phenyl)acetamide, I-108 (1.59 g).

Workup

  1. customthe reaction flak was immersed in an oil bath
  2. waitAfter 2 minutes
  3. filtrationfiltered the solid
  4. washSolid was further washed with water (20 mL×2)
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-750e86162a1f41bba395a90e69afadd4
Source dataset
uspto-grants-2009_10
Patent number
US07598397B2

Reaction notes

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