5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → 3-{2-[(5-Dimethylaminomethyl-2-furyl)methylthio]ethylamino}-4-(3-pyridyl)methylamino-1,2,5-thiadiazole 1-oxide

HRID 2418120Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2418120
CO[C:3]1[C:7]([NH:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[N:6][S:5](=[O:16])[N:4]=1.[CH3:17][N:18]([CH2:20][C:21]1[O:25][C:24]([CH2:26][S:27][CH2:28][CH2:29][NH2:30])=[CH:23][CH:22]=1)[CH3:19]>CO>[CH3:19][N:18]([CH2:20][C:21]1[O:25][C:24]([CH2:26][S:27][CH2:28][CH2:29][NH:30][C:3]2[C:7]([NH:8][CH2:9][C:10]3[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=3)=[N:6][S:5](=[O:16])[N:4]=2)=[CH:23][CH:22]=1)[CH3:17]

Komponenten

4

Edukt 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 204020453-Methoxy-4-(3-pyridyl)methylamino-1,2,5-thiadiazole 1-oxide

Produkt 1

HCID 159641483-{2-[(5-Dimethylaminomethyl-2-furyl)methylthio]ethylamino}-4-(3-pyridyl)methylamino-1,2,5-thiadiazole 1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

To the methanol solution of 3-methoxy-4-(3-pyridyl)methylamino-1,2,5-thiadiazole 1-oxide produced in Step A was added a solution of 2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethylamine (4.0 g; 18.7 mmoles) in 30 ml of methanol. The reaction mixture was stirred at ambient temperatures for 18 hours and the solvent was removed in vacuo. The residue was placed on 500 g of silica gel (230-400 mesh) and purified by flash chromatography using a gradient elution of acetonitrile-methanol. After combining the appropriate fractions, the title compound was obtained as an amber oil (4.25 g) containing one mole of methanol.

Aufarbeitung

  1. customthe solvent was removed in vacuo
  2. custompurified by flash chromatography
  3. washa gradient elution of acetonitrile-methanol

Quellen und Nachweise

ORD-Eintrag
ord-d8a12b780c30441490d3e97e6e18b140
Quelldatensatz
uspto-grants-1984_09
Patentnummer
US04471122

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