Hydroxyamine hydrochloride → 5-Chloro-8-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine

HRID 2197418Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2197418
Cl.[NH2:2]O.C(=O)(O)[O-].[Na+].[Cl:9][C:10]1[N:15]=[C:14]([NH:16][C:17]([NH:19]C(=O)OCC)=S)[C:13]([O:25][CH3:26])=[CH:12][N:11]=1>O.C(O)(C)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>[Cl:9][C:10]1[N:15]2[N:19]=[C:17]([NH2:2])[N:16]=[C:14]2[C:13]([O:25][CH3:26])=[CH:12][N:11]=1

Komponenten

7

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 56949522Ethyl [(2-chloro-5-methoxypyrimidin-4-yl)amino]carbonothioylcarbamate

Produkt 1

HCID 569495765-Chloro-8-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 10340Sodium CarbonateKatalysatorHCID 962WaterLösungsmittelHCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

Hydroxylamine hydrochloride (280 mg, 4 eq), and sodium bicarbonate (210 mg, 2.5 eq) were combined in water (5 mL) and stirred for 5 minutes. Ethyl [(2-chloro-5-methoxypyrimidin-4-yl)amino]carbonothioylcarbamate (2) (290 mg, 1.0 mmol), suspended in t-butanol (15 mL) was added at room temperature. The reaction was stirred at room temperature for 5 hours, and then treated with 10 drops of saturated aqueous sodium carbonate solution. The reaction slurry was then filtered, and the product solids washed with water and dried to obtain the title compound as a off white solid (330 mg, 83%) that was identical in HPLC retention to previously described 5-chloro-8-methoxy[1,2,4]triazolo-[1,5-c]pyrimidin-2-amine (4).

Aufarbeitung

  1. additionwas added at room temperature
  2. stirringThe reaction was stirred at room temperature for 5 hours
  3. filtrationThe reaction slurry was then filtered
  4. washthe product solids washed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ef436f6bd67f4994b814df23fa7ae02d
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338596B2

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