Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Indole → [2-(1H-Indol-3-ylsulfanyl)benzyl]methylamine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Indole | HCID 798 | — |
| 반응물 | Trichloroacetic Acid | HCID 6421 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | 2-Methyl-2,3-dihydro-benzo[d]isothiazole | HCID 12428808 | — |
| 반응물 | Ethyl acetate methanol triethylamine | HCID 21980445 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | [2-(1H-Indol-3-ylsulfanyl)benzyl]methylamine | HCID 15979848 | 67% |
반응 단계
2-Methyl-2,3-dihydro-benzoisothiazole (VI) (Hoffmann, R. W.; Goldman, S. Chem. Ber. 111, 1978, 2716-2725) (75 mg, 0.50 mmol) was dissolved in THF (1 mL) and added to indole (V) (140 mg, 0.60 mmol) under Ar. Tricloroacetic acid (90 mg, 0.55 mmol) was added and the reaction mixture was stirred at room temperature for 16 hours. 2 mL 1N NaOH (aq) was added. Extraction with ethyl acetate (2×10 mL) and purification by flash chromatography on silica gel (eluent: ethyl acetate then ethyl acetate/methanol/triethylamine) gave 88 mg [2-(1H-Indol-3-ylsulfanyl)benzyl]methylamine (67% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07563908B2 |
| 출처 데이터셋 | uspto-grants-2009_07 |
| ORD ID | ord-b456a65a718c4ffea822d08d3e083a9a |
| 출처 메모 | uspto-grants-2009_07 |