Diethylamine → (2-Aminothiophen-3-yl)(phenyl)methanone

HRID 133516

반응식

HRID 133516 반응식
[O:1]=[C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][C:4]#[N:5].[S:12]1CC(O)S[CH2:14][CH:13]1O.C(NCC)C>C(O)C>[NH2:5][C:4]1[S:12][CH:13]=[CH:14][C:3]=1[C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:1]

참가 물질

5

반응물 3

HCID 8021DiethylamineHCID 64799BenzoylacetonitrileHCID 983301,4-Dithiane-2,5-diol

생성물 1

HCID 644720(2-Aminothiophen-3-yl)(phenyl)methanone수율 41.3%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

Following a procedure described in J. Med. Chem. 2002, 45, 382-389; 1.45 g (10 mmol) 3-oxo-3-phenyl-propionitrile, 0.76 g (5.0 mmol) [1,4]dithiane-2,5-diol, 0.40 ml (10 mmol) diethylamine and 5 ml ethanol were charged in a sealed tube. The reaction mixture was heated at 50° C. for 6 h. The tube was then placed in a fridge (about 4° C.) for the night, and the product was collected by filtration and dried under vacuum to afford 0.42 g (23%) (2-amino-thiophen-3-yl)-phenyl-methanone as a light brown crystals. ES-MS m/e (%): 204 (M+H+, 100).

후처리

  1. customwas then placed in a fridge (about 4° C.) for the night
  2. filtrationthe product was collected by filtration
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-675d80bb20324dd9876649191a903c6a
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390903B2

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