Hydrazine hydrate (1:1) → N-[2-(5-amino-4-benzothiazol-2-yl-1H-pyrazol-3-ylamino)ethyl]acetamide

HRID 407304

반응식

HRID 407304 반응식
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10](=[C:13](SC)SC)[C:11]#[N:12].[C:18]([NH:21][CH2:22][CH2:23][NH2:24])(=[O:20])[CH3:19].O.[NH2:26][NH2:27]>C(O)C>[NH2:12][C:11]1[NH:27][N:26]=[C:13]([NH:24][CH2:23][CH2:22][NH:21][C:18](=[O:20])[CH3:19])[C:10]=1[C:2]1[S:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1

참가 물질

5

반응물 3

HCID 24654Hydrazine hydrate (1:1)HCID 66082N-(2-aminoethyl)acetamideHCID 28077272-Benzothiazol-2-yl-3,3-bis-methylsulfanylacrylonitrile

생성물 1

HCID 66768089N-[2-(5-amino-4-benzothiazol-2-yl-1H-pyrazol-3-ylamino)ethyl]acetamide수율 66%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-benzothiazol-2-yl-3,3-bis-methylsulfanylacrylonitrile (200 mg, 0.74 mmol) and N-acetylethylenediamine (83 mg, 0.81 mmol) in ethanol (10 mL) was refluxed for 90 min. To this solution was added hydrazine hydrate (61 mg, 1.2 mmol), and the resulting mixture was refluxed overnight. Solids formed upon cooling. The resulting crystals were filtered and washed with ethanol to yield 150 mg (66%) of N-[2-(5-amino-4-benzothiazol-2-yl-1H-pyrazol-3-ylamino)ethyl]acetamide. MS (ES+): 317.1 (M+1, 100%).

후처리

  1. temperaturewas refluxed for 90 min
  2. temperaturethe resulting mixture was refluxed overnight
  3. customSolids formed
  4. temperatureupon cooling
  5. filtrationThe resulting crystals were filtered
  6. washwashed with ethanol

출처 및 근거

ORD 기록
ord-b5d4131a4344486a8567c2aee6bb6873
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754233B2

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