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Diisopropylethylamine → 5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine

HRID 1054980
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HRID 1054980 반응식
Cl.NO.C([N:7](CC)C(C)C)(C)C.C(OC(=O)[NH:17][C:18](=S)[NH:19][C:20]1[C:25]([CH3:26])=[N:24][CH:23]=[C:22]([CH3:27])[N:21]=1)C>C(O)C.O>[CH3:27][C:22]1[N:21]2[N:7]=[C:18]([NH2:17])[N:19]=[C:20]2[C:25]([CH3:26])=[N:24][CH:23]=1
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참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 443297Hydroxyamine hydrochlorideHCID 90017035ethyl-N-[(3,6-dimethylpyrazin-2-yl)carbamothioyl]carbamate

생성물 1

HCID 900260875,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine수율 71.87%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962
Water
용매

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온도
25 °C

실험 절차

A mixture of hydroxylamine hydrochloride (13.68 g, 196.85 mmol) and N,N-diisopropylethylamine (20.6 ml, 118.11 mmol) in ethanol (200 ml) was stirred for 10 minutes at 25° C. To this mixture was then added ethyl-N-[(3,6-dimethylpyrazin-2-yl)carbamothioyl]carbamate (10 g, 39.37 mmol), and the resultant mixture was heated under reflux for 16 hours. The resultant mixture was diluted with water (100 ml), stirred for 10 min, and extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated. The crude material thus obtained was triturated with hexane affording 5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine (2.4 g, 71.87%) as a white solid. MS: m/z=164 (M+H+)

후처리

  1. temperatureunder reflux for 16 hours
  2. stirringstirred for 10 min
  3. extractionextracted twice with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe crude material thus obtained
  9. customwas triturated with hexane

출처 및 근거

ORD 기록
ord-8de2091aaabf40168ebedbcd007daf41
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394311B2

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