Methylamine → 5-amino-N-methyl-1,3,4-thiadiazole-2-sulfonamide

HRID 731496

Reaktionsgleichung

Reaktionsgleichung von HRID 731496
[CH3:1][NH2:2].C([NH:6][C:7]1[S:11][C:10]([S:12](Cl)(=[O:14])=[O:13])=[N:9][N:8]=1)(=O)C>C1COCC1>[CH3:1][NH:2][S:12]([C:10]1[S:11][C:7]([NH2:6])=[N:8][N:9]=1)(=[O:14])=[O:13]

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 128944515-(Acetylamino)-1,3,4-thiadiazole-2-sulfonyl chloride

Produkt 1

HCID 674836825-amino-N-methyl-1,3,4-thiadiazole-2-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Methylamine (2M in THF, 40 mmol) was added to a suspension of 5-acetylamino-1,3,4-thiadiazole-2-sulfonyl chloride (10 mmol) (prepared as described in Bioorg. Med. Chem. 5, 515, 1997) in THF (10 mL) at −20° C. The mixture was stirred at room temperature over night and evaporated to dryness. The crude methylsulfonamide was suspended in EtOH (15 mL) and added 4N HCl in dioxane (15 mL) and heated for 4 h at 80° C. and then cooled to room temperature and evaporated to dryness to give crude 5-amino-1,3,4-thiadiazole-2-sulfonic acid methylamide.

Aufarbeitung

  1. customevaporated to dryness
  2. additionadded 4N HCl in dioxane (15 mL)
  3. temperatureheated for 4 h at 80° C.
  4. temperaturecooled to room temperature
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-182dba6a50ef45dc97d03ccfdac3c922
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582769B2

Verknüpfte Notizen

Wird geladen…