Reaction #41728

ord-08ba08a08e464ed48b98edb1a79b8da3

Reaction equation

[Na+].[OH-]
NaOH
CN(C(=O)C(F)(F)F)c1ccc(Oc2ccnc(C#N)c2)cc1[N+](=O)[O-]
N-[4-(2-cyano-pyridin-4-yloxy)-2-nitro-phenyl]-2,2,2-trifluoro-N-methyl-acetamide
→
CNc1ccc(Oc2ccnc(C#N)c2)cc1[N+](=O)[O-]
4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carbonitrile

Reactants

[Na+].[OH-]
NaOH
CN(C(=O)C(F)(F)F)c1ccc(Oc2ccnc(C#N)c2)cc1[N+](=O)[O-]
N-[4-(2-cyano-pyridin-4-yloxy)-2-nitro-phenyl]-2,2,2-trifluoro-N-methyl-acetamide

Reagents

None

Solvents

O
H2O
CCO
ethanol

Conditions

Temperature
0°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherBright orange crystals were collected
  2. 2
    Washwashed (H2O)
  3. 3
    Otherair-dried 311.1 mg (94%)

Procedure

NaOH (1 mL, 1N aq) was added dropwise to a solution of N-[4-(2-cyano-pyridin-4-yloxy)-2-nitro-phenyl]-2,2,2-trifluoro-N-methyl-acetamide (440 mg) in ethanol (6 mL) at RT. After 40 min, the mixture was diluted with H2O (20 mL) and cooled to 0° C. Bright orange crystals were collected, washed (H2O) and air-dried 311.1 mg (94%). M/z=271 (M+1)

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728010B2uspto-grants-2010_06