Sodium Carbonate → HCID 21418184, compound

HRID 441814Notes

Reaction equation

HRID 441814 reaction equation
[Br-].[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[N+:8]([CH3:13])[CH:7]=[CH:6]2.C(=O)([O-])[O-].[Na+].[Na+].[C:20]1(=[O:33])[N:24]([CH2:25][CH2:26][Br:27])[C:23](=[O:28])[C:22]2=[CH:29][CH:30]=[CH:31][CH:32]=[C:21]12>C(#N)C>[Br-:27].[CH3:13][N+:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH2:26][CH2:25][N:24]3[C:20](=[O:33])[C:21]4=[CH:32][CH:31]=[CH:30][CH:29]=[C:22]4[C:23]3=[O:28])[CH:4]=2)[CH:9]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 21418186HCID 21418186, compound

Product 1

HCID 21418184HCID 21418184, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6-Hydroxy-2-methylisoquinolinium bromide (2.4 g.), sodium carbonate (5 g.) and phthalimidoethyl bromide (2.6 g.) in acetonitrile (100 ml) were heated under reflux for 9 days. The mixture was filtered hot and the filtrate evaporated to give an oily solid. It was washed with chloroform, and light petroleum ether (b.p. 40°-60°) was added to give an oil that solidified on trituration, m.p. 165°-169°.

Workup

  1. temperatureunder reflux for 9 days
  2. filtrationThe mixture was filtered hot
  3. customthe filtrate evaporated
  4. customto give an oily solid
  5. washIt was washed with chloroform, and light petroleum ether (b.p. 40°-60°)
  6. additionwas added
  7. customto give an oil that

Sources & evidence

ORD record
ord-3ab2e6cdbcd047f8808e3c3ce7d55053
Source dataset
uspto-grants-1977_08
Patent number
US04042697

Reaction notes

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