Ammonia → HCID 14326799, compound

HRID 2291953Notes

Reaction equation

HRID 2291953 reaction equation
[CH2:1]([N:7]([CH:21]([CH2:26]OS(C1C=CC(C)=CC=1)(=O)=O)[CH2:22][CH2:23][CH2:24][CH3:25])[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].[NH3:38]>C(O)C>[NH2:38][CH2:26][CH: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:9])=[O:10])[CH2:22][CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14326860HCID 14326860, compound

Product 1

HCID 14326799HCID 14326799, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To 2.37 g of the thus obtained N-hexyl-N-(1-p-toluenesulfonyloxymethylpentyl)-5-isoquinolinesulfonamide was added 40 ml of an ethanol solution containing 4 g of ammonia, and the mixture was heated in a pressure vessel at 100° C. for 13 hours. 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, solvent: a 5% methanol solution in chloroform) to obtain 0.70 g of N-(1-aminomethylpentyl)-N-hexyl-5-isoquinolinesulfonamide [Compound (19)]. Compound (19) 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, solvent

Sources & evidence

ORD record
ord-dffcd67a43d649ec942b2566a7b38674
Source dataset
uspto-grants-1989_01
Patent number
US04798897

Reaction notes

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