Sodium Hydroxide → HCID 21087498, compound

HRID 348430Notes

Reaction equation

HRID 348430 reaction equation
[OH-].[Ba+2].[OH-].[OH-].[Na+].C([NH:14][C:15]1[NH:16][N:17]([C:26]2[C:31]([Cl:32])=[CH:30][C:29]([Cl:33])=[CH:28][C:27]=2[Cl:34])[C:18](=[O:25])[C:19]=1[N:20]1[CH:24]=[CH:23][CH:22]=[N:21]1)(=O)C1C=CC=CC=1>CO>[NH2:14][C:15]1[NH:16][N:17]([C:26]2[C:27]([Cl:34])=[CH:28][C:29]([Cl:33])=[CH:30][C:31]=2[Cl:32])[C:18](=[O:25])[C:19]=1[N:20]1[CH:24]=[CH:23][CH:22]=[N:21]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 6093286Barium hydroxideHCID 21087499HCID 21087499, compound

Product 1

HCID 21087498HCID 21087498, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

As specific representative example of the producing method of the invention, barium hydroxide and a 25% (W/V) aqueous solution of sodium hydroxide are added to a methanol suspension of 3-benzoylamino-4-(1-pyrazolyl)-1-(2,4,6-trichlorophenyl)-5-pyrazolone, and the reaction mixture is agitated at about 70° C. After the raw material is consumed, an excessive amount of concentrated hydrochloric acid is added to the reaction system, and the resulting barium chloride precipitate is eliminated by filtration, and the filtrate is extracted twice with toluene, and the aqueous phase is neutralized with a 25% (W/V) aqueous solution of sodium hydroxide to adjust the pH value of the system to 3.5. Resulting crystals are separated by filtration, washed and dried. Thus, a desired 3-amino-4-(1-pyrazolyl)-1-(2,4,6-trichlorophenyl)-5-pyrazolone is isolated.

Workup

  1. customAfter the raw material is consumed
  2. additionan excessive amount of concentrated hydrochloric acid is added to the reaction system
  3. filtrationthe resulting barium chloride precipitate is eliminated by filtration
  4. extractionthe filtrate is extracted twice with toluene
  5. customResulting crystals
  6. customare separated by filtration
  7. washwashed
  8. customdried

Sources & evidence

ORD record
ord-dd7774a7faba4f68983b8ca3441f0b71
Source dataset
uspto-grants-2007_02
Patent number
US07176321B2

Reaction notes

Loading…