Hydrochloric Acid → HCID 19780233, compound

HRID 2081570Notes

Reaction equation

HRID 2081570 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]2=O)=O)=[CH:4][CH:3]=1.[NH2:17][C:18]([NH2:20])=[O:19].Cl.C(O)C>O>[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]2[C:8]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[NH:20][C:18](=[O:19])[N:17]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 1176UreaHCID 197802302-(4-Fluorobenzoyl)cyclohexan-1-one

Product 1

HCID 19780233HCID 19780233, compoundYield 61.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-(4-fluorobenzoyl)cyclohexanone (14 g), urea (7.6 g), conc. hydrochloric acid (8 ml) and ethanol (40 ml) is refluxed for 8 hours. After cooling, the reaction mixture is diluted with water and washed with methylene chloride. The aqueous layer is made alkaline with potassium carbonate, and the precipitated crystal is separated by filtration and recrystallized from N,N-dimethylformamide-ethanol to give the desired compound (9.6 g), m.p. 248°-253° C.

Workup

  1. temperatureis refluxed for 8 hours
  2. temperatureAfter cooling
  3. washwashed with methylene chloride
  4. customthe precipitated crystal is separated by filtration
  5. customrecrystallized from N,N-dimethylformamide-ethanol

Sources & evidence

ORD record
ord-e167a9f12d6f44b898acc6a36b36e842
Source dataset
uspto-grants-1993_02
Patent number
US05185338

Reaction notes

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