Potassium Hydroxide → HCID 13772948, compound

HRID 1249443Notes

Reaction equation

HRID 1249443 reaction equation
[OH-].[K+].[C:3]([C:5]1[N:9]([C:10]2[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=2)[N:8]=[CH:7][C:6]=1[C:17]([O:19]CC)=[O:18])#[N:4]>C(O)C>[C:3]([C:5]1[N:9]([C:10]2[CH:11]=[CH:12][C:13]([Br:16])=[CH:14][CH:15]=2)[N:8]=[CH:7][C:6]=1[C:17]([OH:19])=[O:18])#[N:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13654089Ethyl 1-(4-bromophenyl)-5-cyano-1H-pyrazole-4-carboxylate

Product 1

HCID 13772948HCID 13772948, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A hot solution of 8.2 g of potassium hydroxide in 155 ml of 3A ethanol was added to a hot solution of 18.7 g of 5-cyano-1-(4-bromophenyl)-1H-pyrazole-4-carboxylic acid, ethyl ester in 315 ml of 3A ethanol. The salt that precipitated out of solution was dissolved in 2 l. of hot water and acidified with hydrochloric acid. The solid was collected by filtration and dried to afford 16.24 g of 5-cyano-1-(4-bromophenyl)-1H-pyrazole-4-carboxylic acid. mp=209°-211° C.

Workup

  1. customThe salt that precipitated out of solution
  2. dissolutionwas dissolved in 2 l
  3. filtrationThe solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-4899e60edac54d3e9622033bedbfe802
Source dataset
uspto-grants-1986_12
Patent number
US04631343

Reaction notes

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