Potassium Hydroxide → HCID 13882133, compound

HRID 978944Notes

Reaction equation

HRID 978944 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([C:13]#[N:14])=[C:11]([C:15]([O:17]CC)=[O:16])[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[OH-:20].[K+]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([C:13]([NH2:14])=[O:20])=[C:11]([C:15]([OH:17])=[O:16])[CH:10]=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13772950Ethyl 1-(3-bromophenyl)-5-cyano-1H-pyrazole-4-carboxylate

Product 1

HCID 13882133HCID 13882133, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 14 g. portion of ethyl 1-(3-bromophenyl)-5-cyano-4-pyrazolecarboxylate was hydrolyzed by stirring under reflux in 200 ml. of ethanol with 6 g. of potassium hydroxide for 2 hours. The mixture was then poured over ice, acidified and filtered, and the solids were crystallized from ethanol/water and dried at 168° to obtain 10 g. of the desired product, m.p. 215°-217° dec. The product was identified by NMR analysis in CDCl3 /DMSOd6. δ7.06 (s,1), carboxamide; 7.30-7.64 (m,4), aromatic; 8.08 (s,1), pyrazole; 9.10 (s,1), carboxamide.

Workup

  1. temperatureunder reflux in 200 ml
  2. additionThe mixture was then poured over ice
  3. filtrationfiltered
  4. customthe solids were crystallized from ethanol/water
  5. customdried at 168°
  6. customto obtain 10 g

Sources & evidence

ORD record
ord-6578a35f01a34087ba8918eabdd6351b
Source dataset
uspto-grants-1987_05
Patent number
US04666504

Reaction notes

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