반응식
Cl.[CH3:2][C:3]1[N:7]([CH:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[C:6]2[CH:14]=[CH:15][C:16]([C:18](O)=O)=[CH:17][C:5]=2[N:4]=1.[NH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[SH:28].N>>[S:28]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[C:18]1[C:16]1[CH:15]=[CH:14][C:6]2[N:7]([CH:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)[C:3]([CH3:2])=[N:4][C:5]=2[CH:17]=1참가 물질
반응 조건
- 온도
- 150 °C
실험 절차
A 4-neck flask (50 mL) equipped with reflux condenser was charged with 2-methyl-1-(tetrahydropyran-4-yl)benzimidazole-5-carboxylic acid HCl salt (see Working Example 4-3) (0.28 g, 1.08 mmol), 2-aminobenzenethiol (0.14 g, 1.08 mmol) and polyphosphoric acid (approx. 11 g), and this was heated to 150° C. and stirred for 17 hours. After being allowed to cool to room temperature, this was cooled in ice (0 to 5° C.), and concentrated aqueous ammonia (28%) was added to the liquid to give approx. pH 9. After distilling off the solvent under reduced pressure, the brown viscous residue was extracted with ethyl acetate, this was dried over anhydrous magnesium sulfate. The residue obtained after again distilling off the solvent under reduced pressure was purified by PTLC to yield the title compound (0.007 g, 1.8% yield) as greenish-pale yellow crystals.
후처리
- customA 4-neck flask (50 mL) equipped
- temperaturewith reflux condenser
- temperatureto cool to room temperature
- temperaturethis was cooled in ice (0 to 5° C.)
- customto give approx. pH 9
- distillationAfter distilling off the solvent under reduced pressure
- extractionthe brown viscous residue was extracted with ethyl acetate
- dry with materialthis was dried over anhydrous magnesium sulfate
- customThe residue obtained
- distillationafter again distilling off the solvent under reduced pressure
- customwas purified by PTLC
출처 및 근거
- ORD 기록
- ord-2a6d9b5436cc47f0a047a04680d0c6ab
- 출처 데이터셋
- uspto-grants-2014_09
- 특허 번호
- US08829035B2
연결된 노트
불러오는 중…