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

HRID 2197418ノート

反応式

HRID 2197418 の反応式
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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 10340Sodium Carbonate触媒HCID 962Water溶媒HCID 6386tert-Butanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ef436f6bd67f4994b814df23fa7ae02d
出典データセット
uspto-grants-2012_12
特許番号
US08338596B2

反応ノート

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