Ammonia → HCID 13934065, compound

HRID 2291938Notes

Reaction equation

HRID 2291938 reaction equation
[CH2:1]([N:7]([CH2:21][CH2:22]OS(C1C=CC(C)=CC=1)(=O)=O)[S:8]([C:11]1[C:12]2[CH:13]=[CH:14][N:15]=[CH:16][C:17]=2[CH:18]=[CH:19][CH:20]=1)(=[O:10])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[NH3:34]>C(O)C>[NH2:34][CH2:22][CH2:21][N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[S:8]([C:11]1[C:12]2[CH:13]=[CH:14][N:15]=[CH:16][C:17]=2[CH:18]=[CH:19][CH:20]=1)(=[O:10])=[O:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13934064HCID 13934064, compound

Product 1

HCID 13934065HCID 13934065, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To 2.34 g of the thus obtained N-hexyl-N-(2-p-toluenesulfonyloxyethyl)-5-isoquinolinesulfonamide was added 40 ml of an ethanol solution containing 4 g of ammonia, and the mixture was heated at 90° C. for 48 hours in a pressure vessel. Then, the solvent was removed under reduced pressure to obtain a residue. The residue thus obtained was subjected to purification by silica gel column chromatography (Wacogel C-200, 100 g; solvent: a 3% methanol solution in chloroform) to obtain 1.34 g of N-hexyl-N-(2-aminoethyl)-5-isoquinolinesulfonamide [Compound (4)]. Compound (4) was analyzed to give the following data.

Workup

  1. customThen, the solvent was removed under reduced pressure
  2. customto obtain a residue
  3. customThe residue thus obtained
  4. customwas subjected to purification by silica gel column chromatography (Wacogel C-200, 100 g

Sources & evidence

ORD record
ord-197c2bf551b84c60887d3c06c8f2b860
Source dataset
uspto-grants-1989_01
Patent number
US04798897

Reaction notes

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