Sodium Hydroxide → 1-(2-Chloro-4-trifluoromethoxyphenyl)-4-cyano-5-n-propylamino-pyrazole

HRID 649436Notes

Reaction equation

HRID 649436 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:4][C:3]=1[N:13]1[C:17]([N:18](C(=O)CC)[CH2:19][CH2:20][CH3:21])=[C:16]([C:26]#[N:27])[CH:15]=[N:14]1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:10])([F:11])[F:12])[CH:5]=[CH:4][C:3]=1[N:13]1[C:17]([NH:18][CH2:19][CH2:20][CH3:21])=[C:16]([C:26]#[N:27])[CH:15]=[N:14]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136446951-(2-chloro-4-trifluoromethoxyphenyl)-4-cyano-5-(N-propionyl-N-n-propylamino)pyrazole

Product 1

HCID 136446971-(2-Chloro-4-trifluoromethoxyphenyl)-4-cyano-5-n-propylamino-pyrazoleYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.0 g (0.012 mole) of 1-(2-chloro-4-trifluoromethoxyphenyl)-4-cyano-5-(N-propionyl-N-n-propylamino)pyrazole in 200 ml of methanol are stirred with 11.6 ml (0.012 mole) of 1 normal sodium hydroxide solution at room temperature for 48 hours. For working up, the mixture is concentrated in vacuo, the residue is taken up in methylene chloride, the mixture is washed twice with 100 ml of water each time, dried iover sodium sulphate and concentrated and the residue is crystallized from petroleum ether. 3.8 g (92% of theory) of 1-(2-chloro-4-trifluoromethoxyphenyl)-4-cyano-5-n-propylamino-pyrazole of melting point 63° C. are obtained.

Workup

  1. concentrationthe mixture is concentrated in vacuo
  2. washthe mixture is washed twice with 100 ml of water each time
  3. dry with materialdried iover sodium sulphate
  4. concentrationconcentrated
  5. customthe residue is crystallized from petroleum ether

Sources & evidence

ORD record
ord-705d79a0f18f4cfe80c80ac902db83ef
Source dataset
uspto-grants-1988_04
Patent number
US04740232

Reaction notes

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