N-[4-chloro-2-nitro-6-(trifluoromethyl)phenyl]acetamide → 2-Amino-5-chloro-3-nitrobenzotrifluoride

HRID 439483Notes

Reaction equation

HRID 439483 reaction equation
C([NH:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([Cl:14])=[CH:7][C:6]=1[C:15]([F:18])([F:17])[F:16])(=O)C>Cl>[NH2:4][C:5]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([Cl:14])=[CH:7][C:6]=1[C:15]([F:18])([F:16])[F:17]

Participants

3

Reactant 1

HCID 10564882N-[4-chloro-2-nitro-6-(trifluoromethyl)phenyl]acetamide

Product 1

HCID 27376442-Amino-5-chloro-3-nitrobenzotrifluorideYield 83%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 2-acetamido-5-chloro-3-nitrobenzotrifluoride (354 mg, 1.252 mmol) in concentrated HCl (3 mL) was refluxed overnight, and it was extracted by ethyl acetate (2×3 mL). The extract was dried (Mg2SO4) and evaporated to give 250 mg (83%) of 2-amino-5-chloro-3-nitrobenzotrifluoride. 1H NMR (CDCl3): δ6.663 (s, 2H), 7.717 (s, 1H), 8.360 (s, 1H).

Workup

  1. temperaturewas refluxed overnight
  2. extractionit was extracted by ethyl acetate (2×3 mL)
  3. dry with materialThe extract was dried (Mg2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-a0e258c0747c4816903e4146622aea53
Source dataset
uspto-grants-1996_05
Patent number
US05514680

Reaction notes

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