Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,10-Phenanthroline → 1,3-bis(1H-benzo[d]imidazol-1-yl)benzene
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,10-Phenanthroline | HCID 1318 | — |
| 반응물 | Benzimidazole | HCID 5798 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | Benzene, 1,3-diiodo- | HCID 12270 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 1,3-bis(1H-benzo[d]imidazol-1-yl)benzene | HCID 57182155 | 127.5% |
반응 단계
In a 1 L round-bottomed flask 1,3-diiodobenzene (26.43 g, 80 mmol), 1H-benzo[d]imidazole (20.82 g, 176 mmol), and 1,10-phenanthroline (5.77 g, 32.0 mmol), CuI (3.05 g, 16 mmol), and cesium carbonate (120 g, 369 mmol) were combined in anhydrous DMF (350 mL) to give a brown suspension. The reaction was purged with N2 for 20 minutes and then heated to reflux for 24 hours. The reaction mixture was passed thought a plug of silica gel (5% MeOH in DCM) to obtain the crude product. The crude product was subjected to silica gel chromatography (SiO2, 400 g, 2% MeOH to 5% MeOH in DCM) to ultimately obtain the final product (12.66 g, 51%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08754232B2 |
| 출처 데이터셋 | uspto-grants-2014_06 |
| ORD ID | ord-9575482e9f7241b28b3e5011e0c2f91e |
| 출처 메모 | uspto-grants-2014_06 |