Ethanol → HCID 13882127, compound

HRID 867375Notes

Reaction equation

HRID 867375 reaction equation
[C:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=2)[N:6]=[CH:5][C:4]=1[C:15]([O:17]CC)=[O:16])#[N:2].[OH-].[K+].C([OH:24])C>O>[C:15]([C:4]1[CH:5]=[N:6][N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=2)[C:3]=1[C:1]([NH2:2])=[O:24])([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 13772971Ethyl 5-cyano-1-(3-fluorophenyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 13882127HCID 13882127, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 5.5 g. portion of ethyl 5-cyano-1-(3-fluorophenyl)-4-pyrazolecarboxylate and 4.7 g. of potassium hydroxide were dissolved in 100 ml. of ethanol at the reflux temperature and the mixture was stirred at that temperature for2 hours. The mixture was then diluted to 350 ml. with cold water, and was heated slightly to obtain a solution which was made acid with concentratedhydrochloric acid. The product was precipitated by adding small amounts of ice, and the precipitated product was then collected by filtration and crystallized from ethanol-water to obtain 3.6 g. of the desired product, m.p. 215°-216°, having the following elemental analysis.

Workup

  1. additionThe mixture was then diluted to 350 ml
  2. customto obtain a solution which
  3. customThe product was precipitated
  4. additionby adding small amounts of ice
  5. filtrationthe precipitated product was then collected by filtration
  6. customcrystallized from ethanol-water
  7. customto obtain 3.6 g

Sources & evidence

ORD record
ord-49179e162c62423e8ff31e70075bb35c
Source dataset
uspto-grants-1988_10
Patent number
US04775409

Reaction notes

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