Sodium Hydroxide → 1-(4-Aminophenyl)-3-(3-pyridyl)-5-cyanopyrazole

HRID 1634094Notes

Reaction equation

HRID 1634094 reaction equation
[C:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[N:6]=[C:5]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[CH:4]=1)#[N:2].[OH-].[Na+]>Cl.CC(O)=O>[C:1]([C:3]1[N:7]([C:8]2[CH:9]=[CH:10][C:11]([NH2:14])=[CH:12][CH:13]=2)[N:6]=[C:5]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 186771255-Cyano-3-(3-pyridyl)-1-(4'-nitrophenyl)pyrazole

Product 1

HCID 186771061-(4-Aminophenyl)-3-(3-pyridyl)-5-cyanopyrazoleYield 99.5%

Reagents, catalysts & solvents 1

HCID 22641269Acetate-hydrochloric acidSolvent

Procedure

5-Cyano-3-(3-pyridyl)-1-(4′-nitrophenyl)pyrazole (4.3 g, 15 mmol) was added to stirred slurry of SnCl2H2O (20 g, 90 mmol) in HCl/HOAc (35 mL/35 mL). A thick suspension formed and was stirred overnight. The reaction mixture was carefully basified with 50% NaOH to pH 13. The resulting solids were filtered, washed with water and dried to give the title compound (3.9 g, 99%).

Workup

  1. customA thick suspension formed
  2. filtrationThe resulting solids were filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-f17629c6ce9346c19c94859896cd558c
Source dataset
uspto-grants-2003_01
Patent number
US06506747B1

Reaction notes

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