HCID 15100245, compound → 1H-Imidazole-5-sulfonamide, 1-methyl-N-(3-(4-morpholinyl)propyl)-, monohydrochloride

HRID 2253606Notes

Reaction equation

HRID 2253606 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][NH:10][S:11]([C:14]2[N:18]([CH3:19])[CH:17]=[N:16][C:15]=2[Cl:20])(=[O:13])=[O:12])[CH2:3][CH2:2]1>C(O)C.[Pd]>[ClH:20].[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][CH2:8][CH2:9][NH:10][S:11]([C:14]2[N:18]([CH3:19])[CH:17]=[N:16][CH:15]=2)(=[O:13])=[O:12])[CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 15100245HCID 15100245, compound

Product 1

HCID 30714661H-Imidazole-5-sulfonamide, 1-methyl-N-(3-(4-morpholinyl)propyl)-, monohydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1 g (2.8 mmol) of N-(3-morpholinopropyl)-4-chloro-1-methyl-5-imidazolesulfonamide from Example 31 is dissolved in 130 ml of 25% strength aqueous ethanol, 0.3 g of Pd/C catalyst is added and the mixture is hydrogenated with shaking at an initial pressure of 3.45 bar until absorption of hydrogen is complete. The catalyst is filtered off. The filtrate is concentrated in vacuo and the residue is recrystallized from ethanol. The title compound of melting point 205°-206° C. is obtained in a yield of 0.8 g (88% of theory).

Workup

  1. additionis added
  2. customuntil absorption of hydrogen
  3. filtrationThe catalyst is filtered off
  4. concentrationThe filtrate is concentrated in vacuo
  5. customthe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-5c7d4501715d4196bd110d1ac71ee0fd
Source dataset
uspto-grants-1993_08
Patent number
US05232922

Reaction notes

Loading…