4-Acetylamino-3-methyl-5-nitro-phenyl acetate → 4-Amino-3-methyl-5-nitrophenol

HRID 1846451Notes

Reaction equation

HRID 1846451 reaction equation
C([O:4][C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([NH:14]C(=O)C)=[C:7]([CH3:18])[CH:6]=1)(=O)C>Cl>[NH2:14][C:8]1[C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:5]([OH:4])=[CH:6][C:7]=1[CH3:18]

Participants

3

Reactant 1

HCID 669782344-Acetylamino-3-methyl-5-nitro-phenyl acetate

Product 1

HCID 669782964-Amino-3-methyl-5-nitrophenol

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

20.4 g (80.7 mmol) 4-acetylamino-3-methyl-5-nitro-phenyl acetate in 100 mL semi-concentrated aqueous hydrochloric acid were refluxed for 2 h. Then the reaction mixture was evaporated down, the residue was triturated with acetone and suction filtered. After washing with acetone and diethyl ether the precipitate was dried under HV. The mother liquor was evaporated down, the residue was taken up in water and freeze-dried.

Workup

  1. customThen the reaction mixture was evaporated down
  2. customthe residue was triturated with acetone and suction
  3. filtrationfiltered
  4. washAfter washing with acetone and diethyl ether the precipitate
  5. customwas dried under HV
  6. customThe mother liquor was evaporated down
  7. customfreeze-dried

Sources & evidence

ORD record
ord-1537f24eb5eb4816a570794d73224cec
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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