Potassium Iodide → HCID 20339424, compound

HRID 1395451Notes

Reaction equation

HRID 1395451 reaction equation
[CH2:1]1[N:6]2[C:7]3[C:12]([NH:13][C:14](=[O:15])[CH:5]2[CH2:4][NH:3][CH2:2]1)=[CH:11][CH:10]=[CH:9][CH:8]=3.[N:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24]Cl)=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(C)=O.C(N(CC)CC)C>[N:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][N:3]2[CH2:2][CH2:1][N:6]3[C:7]4[C:12]([NH:13][C:14](=[O:15])[CH:5]3[CH2:4]2)=[CH:11][CH:10]=[CH:9][CH:8]=4)=[CH:18][CH:17]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 1563622,3,4,4a-Tetrahydro-1H-pyrazino(1,2a)quinoxalin-5-(6H)oneHCID 2054424-(3-Chloropropyl)pyridine

Product 1

HCID 20339424HCID 20339424, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 8471TriethylamineSolvent

Procedure

A solution of 6.1 g. (0.03 mole) of 2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one, 6.3 g. (0.04 mole) of 3-(4-pyridyl)-1-chloropropane, 10 g. of potassium carbonate, 5 g. of potassium iodide and 0.5 ml. of triethylamine was stirred and refluxed in 200 ml. of acetone for 48 hours, then cooled and filtered. The solvent was removed, and the residue was dissolved in ethanol-ether and treated with dry hydrogen chloride saturated ether. The product hyrochloride was filtered and recrystallized two times from methanol. Dried at 100° C./0.1 mm. Yield: 6.2 g. (44%) as the dihydrochloride salt, m.p. 188°-190° C.

Workup

  1. temperaturerefluxed in 200 ml
  2. temperaturecooled
  3. filtrationfiltered
  4. customThe solvent was removed
  5. dissolutionthe residue was dissolved in ethanol-ether
  6. additiontreated with dry hydrogen chloride saturated ether
  7. filtrationThe product hyrochloride was filtered
  8. customrecrystallized two times from methanol
  9. customDried at 100° C./0.1 mm

Sources & evidence

ORD record
ord-81e4b6e868f94e8593a3eee1649ee259
Source dataset
uspto-grants-1980_05
Patent number
US04203987

Reaction notes

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