HCID 21418195, compound → HCID 21418222, compound

HRID 441811Notes

Reaction equation

HRID 441811 reaction equation
[Br-:1].C([NH:7][CH2:8][CH2:9][N+:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:20][CH2:21][CH3:22])[CH:16]=2)[CH:11]=1)(OCC)=O>Br>[BrH:1].[Br-:1].[NH2:7][CH2:8][CH2:9][N+:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:20][CH2:21][CH3:22])[CH:16]=2)[CH:11]=1

Participants

3

Reactant 1

HCID 21418195HCID 21418195, compound

Product 1

HCID 21418222HCID 21418222, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

6-Ethoxyisoquinoline (0.5 g.) and ethyl (2-bromoethyl) carbamate (0.7 g.) in acetonitrile (20 ml) were heated under reflux for 50 hrs. The solvent was removed in vacuo and the residue triturated with ethyl acetate to give 2-(2-carbethoxyaminoethyl)-6-ethoxyisoquinolinium bromide (1.0 g.). The crude bromide was heated under reflux in 24% aqueous hydrobromic acid (16 ml) for 2 hrs. The solvent was removed in vacuo and the residue was crystallised from ethanol and had m.p. 238°-240° (dec.).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was crystallised from ethanol

Sources & evidence

ORD record
ord-4e4030cc99c746fd969544144751828b
Source dataset
uspto-grants-1977_08
Patent number
US04042697

Reaction notes

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