N-(3-Aminopropyl)morpholine → 1H-Imidazole-4-sulfonamide, 1-methyl-N-(3-(4-morpholinyl)propyl)-

HRID 2253601

Reaction equation

HRID 2253601 reaction equation
[CH2:1]([N:3]1[CH:7]=[C:6]([S:8](Cl)(=[O:10])=[O:9])[N:5]=[CH:4]1)C.[O:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][NH2:21])[CH2:14][CH2:13]1>C(#N)C>[O:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][NH:21][S:8]([C:6]2[N:5]=[CH:4][N:3]([CH3:1])[CH:7]=2)(=[O:10])=[O:9])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 61055N-(3-Aminopropyl)morpholineHCID 151002661-ethyl-1H-imidazole-4-sulfonyl chloride

Product 1

HCID 30714701H-Imidazole-4-sulfonamide, 1-methyl-N-(3-(4-morpholinyl)propyl)-

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Analogously to Example 7, 10 g (51 mmol) of 1-ethyl-4-imidazolesulfonyl chloride from Example C-2 are reacted with 7.5 ml (51 mmol) of 3-morpholinopropylamine in 200 ml of acetonitrile and the mixture is correspondingly worked up. The hydrochloride thus obtained is dissolved in methanol and converted into the free base by means of an equivalent amount of methanolic sodium methylate solution. The oil remaining after evaporating in vacuo crystallizes after addition of an equimolar amount of ethanolic fumaric acid as the hydrogenfumarate of melting point 148°-149° C.

Sources & evidence

ORD record
ord-951c414926fe46958fd1fc4c0c2c3ae0
Source dataset
uspto-grants-1993_08
Patent number
US05232922

Linked notes

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