Ethanol → HCID 14179230, compound

HRID 623207Notes

Reaction equation

HRID 623207 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[CH:4][C:3]=1[C:19]([O:21]CC)=[O:20].[OH-].[Na+].C(O)C>O>[NH2:1][C:2]1[N:6]([C:7]2[C:8]([Cl:18])=[CH:9][C:10]([C:14]([F:15])([F:17])[F:16])=[CH:11][C:12]=2[Cl:13])[N:5]=[CH:4][C:3]=1[C:19]([OH:21])=[O:20]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 13561847HCID 13561847, compound

Product 1

HCID 14179230HCID 14179230, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
5 °C

Procedure

35.4 g (0.1 mol) of 5-amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-carbethoxy-pyrazole are heated under reflux for 24 hours in a solution of 8 g (0.2 mol) of sodium hydroxide, 24 ml of water and 100 ml of ethanol. 450 ml of water are subsequently added, and the mixture is washed twice with 70 ml of diethyl ether. The alcohol is removed from the aqueous phase by distillation, and 20 ml of concentrated hydrochloric acid are then added with ice cooling. The suspension is cooled to 5° C., and the precipitate is filtered off under suction, washed with water until neutral, and dried. 26.2 g (74% of theory) of the compound 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-carboxy-pyrazole of melting point 158° C. (decomposition) are obtained.

Workup

  1. washthe mixture is washed twice with 70 ml of diethyl ether
  2. customThe alcohol is removed from the aqueous phase by distillation, and 20 ml of concentrated hydrochloric acid
  3. additionare then added with ice cooling
  4. filtrationthe precipitate is filtered off under suction
  5. washwashed with water until neutral, and
  6. customdried

Sources & evidence

ORD record
ord-b8182027eb3e46d6913309ed35bbf2a4
Source dataset
uspto-grants-1988_09
Patent number
US04774254

Reaction notes

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