Sodium Iodide → HCID 18999734, compound

HRID 2210813Notes

Reaction equation

HRID 2210813 reaction equation
[CH2:1]1[CH:6]2[C:7]3[CH:19]=[CH:18][CH:17]=[CH:16][C:8]=3[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]2[CH2:4][CH2:3][NH:2]1.Cl[CH2:21][CH2:22][CH2:23][OH:24].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(O)C>[CH2:1]1[CH:6]2[C:7]3[CH:19]=[CH:18][CH:17]=[CH:16][C:8]=3[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:5]2[CH2:4][CH2:3][N:2]1[CH2:21][CH2:22][CH2:23][OH:24]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 123133-Chloro-1-propanolHCID 115194Desmethylmianserin

Product 1

HCID 18999734HCID 18999734, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.5 g of 1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine, 0.74 g of 3-chloropropanol, 2.32 g of potassium carbonate and 0.10 g of sodium iodide were added to 30 ml of ethanol, and the mixture was heated under reflux for 20 hours. At the end of this time, the reaction mixture was filtered, and then The solvent was removed from the filtrate by distillation under reduced pressure. The residue was then subjected to column chromatography through silica gel, and the desired compound was obtained as crystals from the fractions eluted with 5% by volume ethanol in chloroform; it was then recrystallized from ethyl acetate, to afford 1.28 g (69% yield) of the title compound, melting at 127°-128° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 20 hours
  3. filtrationAt the end of this time, the reaction mixture was filtered
  4. customThe solvent was removed from the filtrate by distillation under reduced pressure

Sources & evidence

ORD record
ord-72765de7217c49f2b5dc0a4b5ac5123f
Source dataset
uspto-grants-1995_10
Patent number
US05461051

Reaction notes

Loading…