Potassium Iodide → HCID 19814383, compound

HRID 466619Notes

Reaction equation

HRID 466619 reaction equation
[CH3:1][N:2]1[C:6](=[CH2:7])[C:5]2([CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[O:4][C:3]1=[O:13].[F:14][C:15]([F:35])([F:34])[C:16]1[CH:29]=[CH:28][C:27]2[S:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]([CH2:30][CH2:31][CH2:32]Cl)[C:18]=2[CH:17]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(C(C)=O)C(C)C>[CH3:1][N:2]1[C:6](=[CH2:7])[C:5]2([CH2:12][CH2:11][N:10]([CH2:32][CH2:31][CH2:30][N:19]3[C:18]4[CH:17]=[C:16]([C:15]([F:35])([F:14])[F:34])[CH:29]=[CH:28][C:27]=4[S:26][C:25]4[C:20]3=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:9][CH2:8]2)[O:4][C:3]1=[O:13]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 7429410-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazineHCID 10154328HCID 10154328, compound

Product 1

HCID 19814383HCID 19814383, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A mixture containing 11.0 g of 3-methyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane, 41.3 g of 3-(2-trifluoromethyl-10H-phenothiazin-10-yl)propyl chloride, 16.6 g of anhydrous potassium carbonate and 0.6 g of potassium iodide in 110 ml of methyl isobutyl ketone is refluxed under nitrogen while stirring for 6 hours. After evaporating the solvent under reduced pressure benzene and water are added to the evaporation residue, the organic phase is separated, washed with water to neutral, dried over anhydrous sodium sulfate, then the solution is evaporated under reduced pressure. The solid residue is boiled with hexane, after cooling down the precipitate is filtered off and recrystallized from ethanol to give the title compound in a yield of 75.3%; m.p.: 116°-117.5° C.

Workup

  1. temperatureis refluxed under nitrogen
  2. customAfter evaporating the solvent under reduced pressure benzene and water
  3. additionare added to the evaporation residue
  4. customthe organic phase is separated
  5. washwashed with water to neutral,
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solution is evaporated under reduced pressure
  8. temperatureafter cooling down the precipitate
  9. filtrationis filtered off
  10. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-9e9af79955f34ef796531c22c2d76d27
Source dataset
uspto-grants-1992_10
Patent number
US05157038

Reaction notes

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