Hydrochloric Acid → 3-(3-Fluorophenyl)-4-ethyl-1,2,4-triazolin-5-one

HRID 892703Notes

Reaction equation

HRID 892703 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([NH:7][NH:8][C:9]([NH:11][CH2:12][CH3:13])=[O:10])=O.Cl>[OH-].[Na+]>[F:1][C:2]1[CH:3]=[C:4]([CH:5]2[N:11]([CH2:12][CH3:13])[C:9](=[O:10])[N:8]=[N:7]2)[CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 190109271-(3-Fluorobenzoyl)-4-ethyl semicarbazide

Product 1

HCID 678503063-(3-Fluorophenyl)-4-ethyl-1,2,4-triazolin-5-one

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of the 1-(3-fluorobenzoyl)-4-ethyl semicarbazide and 1N NaOH solution (100 mL) was refluxed for 20 hr, cooled to room temperature and neutrallized with conc. HCl. The suspension was extracted with ethyl acetate and the organic layer was dried over MgSO4. Removal of the solvent in vacuo yielded 7.3 g of 3-(3-fluorophenyl)-4-ethyl-1,2,4-triazolin-5-one as a white solid. mp 135°-140° C.

Workup

  1. temperaturewas refluxed for 20 hr
  2. extractionThe suspension was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over MgSO4
  4. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-256eb95f0644443ca0e44ee4a07fb100
Source dataset
uspto-grants-1992_06
Patent number
US05120347

Reaction notes

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