Hydrochloric Acid → HCID 136387778, 화합물

HRID 2402909노트

반응식

HRID 2402909 반응식
C([S:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]([CH3:18])[CH:13]=2)=[CH:8][C:7]=1[C:19]([F:22])([F:21])[F:20])(C)(C)C.[ClH:23]>>[ClH:23].[CH3:18][C:14]1[CH:13]=[C:12]([C:9]2[CH:10]=[CH:11][C:6]([SH:5])=[C:7]([C:19]([F:22])([F:20])[F:21])[CH:8]=2)[CH:17]=[CH:16][N:15]=1

참가 물질

3

반응물 2

HCID 313Hydrochloric AcidHCID 86684913HCID 86684913, 화합물

생성물 1

HCID 136387778HCID 136387778, 화합물수율 93.9%

반응 조건

온도
100 °C

실험 절차

4-(4-tert-Butylsulfanyl-3-trifluoromethyl-phenyl)-2-methyl-pyridine (65.1 g, ˜200 mmol) was dissolved in 5 M HCl (800 mL) and the yellowish solution was warmed up and stirred at 100° C. under reflux for 22 h. After cooling (˜1 h) and stirring at room temperature for 0.5 h, the beige suspension was filtered and the filter cake was washed with deionized water (400 mL) and acetone (200 mL) and then dried (50° C./≧10 mbar/24 h) to give 57.4 g (93.9%) of the title compound as an off-white, crystalline powder, mp. >270° C. (dec.). 1H NMR (CDCl3+2 drops TFA, 400 MHz) δ 2.96 (s, 3H), 4.06 (q, J=3.3 Hz, 1H), 7.63 (d, J=8.3 Hz, 1H), 7.74 (dd, J1=8.3 Hz, J2=2.1 Hz, 1H), 7.84 (d, J=1.9 Hz, 1H), 7.93 (dd, J1=6.3 Hz, J2=1.9 Hz, 1H), 7.97 (d, J=1.9, 1H), 8.79 (d, J=6.2 Hz, 1H), 9.96 (s, 14H, TFA), 15.18 (br s, 1H). ESI-MS (m/z) [M−HCl]− 270 (100).

후처리

  1. temperaturethe yellowish solution was warmed up
  2. temperatureunder reflux for 22 h
  3. temperatureAfter cooling (˜1 h)
  4. stirringstirring at room temperature for 0.5 h
  5. filtrationthe beige suspension was filtered
  6. washthe filter cake was washed with deionized water (400 mL) and acetone (200 mL)
  7. customdried (50° C./≧10 mbar/24 h)

출처 및 근거

ORD 기록
ord-da49306c2c6e4ce3a10ff6ffc018a6e6
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796471B2

반응 노트

불러오는 중…