Ethyl isothiocyanate → 4,4-Dimethyl-4,5-dihydro-pyrazole-1-carbothioic acid ethylamide
반응식
[CH3:1][C:2]1([CH3:7])[CH2:6][N:5]=[N:4][CH2:3]1.[CH2:8]([N:10]=[C:11]=[S:12])[CH3:9]>C(O)C>[CH2:8]([NH:10][C:11]([N:4]1[CH2:3][C:2]([CH3:7])([CH3:1])[CH:6]=[N:5]1)=[S:12])[CH3:9]참가 물질
4
실험 절차
10 g (1 mol equiv.) 4,4-Dimethyl-4,5-dihydro-3H-pyrazole (synthesized as described in WO 2008/034863) and 11.6 mL (1.3 mol equiv.) ethyl isothiocyanate were added to 100 mL ethanol. The reaction mixture was refluxed for 1 hour. Silica gel was added and volatiles were removed in vacuo. Purification by flash chromatography on silica gel (Et2O:PA=1:2) afforded 15.2 g (80%) of 4,4-dimethyl-4,5-dihydro-pyrazole-1-carbothioic acid ethylamide. 1H NMR (400 MHz, CDCl3) δ 1.19-1.30 (m, 9H), 3.63-3.72 (m, 2H), 3.93 (s, 2H), 6.74 (s, 1H), 7.14 (br.s., 1H).
후처리
- temperatureThe reaction mixture was refluxed for 1 hour
- additionSilica gel was added
- customvolatiles were removed in vacuo
- customPurification by flash chromatography on silica gel (Et2O:PA=1:2)
출처 및 근거
- ORD 기록
- ord-823ba5ced5784b1891208707c6a7952d
- 출처 데이터셋
- uspto-grants-2016_08
- 특허 번호
- US09422244B2
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