Hydrochloric Acid → HCID 19780233, compound

HRID 2248579Notes

Reaction equation

HRID 2248579 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-5d56c873e8c8419c813095500d79b085
Source dataset
uspto-grants-1991_08
Patent number
US05041443

Reaction notes

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