Sodium Hydroxide → 4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carbonitrile

HRID 499986Notes

Reaction equation

HRID 499986 reaction equation
[OH-].[Na+].[C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([N:18](C)[C:19](=O)C(F)(F)F)=[C:14]([N+:26]([O-:28])=[O:27])[CH:13]=2)[CH:8]=[CH:7][N:6]=1)#[N:4]>C(O)C.O>[CH3:19][NH:18][C:15]1[CH:16]=[CH:17][C:12]([O:11][C:9]2[CH:8]=[CH:7][N:6]=[C:5]([C:3]#[N:4])[CH:10]=2)=[CH:13][C:14]=1[N+:26]([O-:28])=[O:27]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22040840N-[4-(2-cyano-pyridin-4-yloxy)-2-nitro-phenyl]-2,2,2-trifluoro-N-methyl-acetamide

Product 1

HCID 220403994-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carbonitrile

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

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 (76c, 440 mg) in ethanol (6 mL) at room temperature. 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)

Workup

  1. customBright orange crystals were collected
  2. washwashed (H2O)
  3. customair-dried (311.1 mg 94%)

Sources & evidence

ORD record
ord-c38600e2b69f4304a9f0a0491c9199f0
Source dataset
uspto-grants-2010_08
Patent number
US07767820B2

Reaction notes

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