Sodium Iodide → HCID 21418172, compound

HRID 441810Notes

Reaction equation

HRID 441810 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[N:9][CH:8]=[CH:7]2)[CH3:2].[CH2:14](Br)[C:15]#[CH:16].[I-:18].[Na+]>C(#N)C>[I-:18].[CH2:1]([O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[N+:9]([CH2:16][C:15]#[CH:14])[CH:8]=[CH:7]2)[CH3:2]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 7842Propargyl bromideHCID 21418192HCID 21418192, compound

Product 1

HCID 21418172HCID 21418172, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6-Ethoxyisoquinoline (500 mg.), propargyl bromide (500 mg.) and sodium iodide (300 mg.) were heated under reflux in acetonitrile (30 ml) for 5 hrs. The mixture was evaporated to dryness, the residue taken up in hot water (5 ml) and a saturated aqueous solution (5 ml) of sodium iodide added to the cooled filtrate. The solid that precipitated was recrystallised from isopropanol/ether, m.p. 121°-123°.

Workup

  1. customThe mixture was evaporated to dryness
  2. additiona saturated aqueous solution (5 ml) of sodium iodide added to the cooled filtrate
  3. customThe solid that precipitated
  4. customwas recrystallised from isopropanol/ether, m.p. 121°-123°

Sources & evidence

ORD record
ord-f622a25be91f41e4998fd2dde8784afe
Source dataset
uspto-grants-1977_08
Patent number
US04042697

Reaction notes

Loading…