Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Binap, (A+-)- → 4-Chloro-6-(5-chloro-2-methyl-benzylamino)-2H-phthalazin-1-one
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Binap, (A+-)- | HCID 634876 | — |
| 반응물 | 5-Chloro-2-methylbenzylamine | HCID 2757673 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 반응물 | 6-Bromo-4-chlorophthalazin-1(2H)-one | HCID 53308487 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | Dimethylacetamide | HCID 31374 | — |
| 생성물 | 4-Chloro-6-(5-chloro-2-methyl-benzylamino)-2H-phthalazin-1-one | HCID 24946162 | — |
반응 단계
A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.58 mmol), 5-chloro-2-methyl-benzylamine (100 mg, 0.64 mmol), Pd2(dba)3 (53 mg, 0.058 mmol), rac-BINAP (132 mg, 0.17 mmol) and NaOt-Bu (140 mg, 1.45 mmol) in DMA (6 mL) was heated at 80° C. for 1 h. The mixture was allowed to cool, diluted with EtOAc (25 mL) and washed with water (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/hexanes) yielded the title compound. 4-Chloro-6-(5-chloro-2-methyl-benzylamino)-2H-phthalazin-1-one: 20 mg (10.3%): m/z (M+H)=334. 1H-NMR (DMSO-d6) δ: 12.63 (s, 1H), 8.21 (d, 1H), 7.78 (m, 1H), 7.56 (m, 1H), 7.50 (m, 2H), 7.42 (dd, 1H), 7.10 (s, 1H), 4.66 (d, 2H), 2.60 (s, 3H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08044041B2 |
| 출처 데이터셋 | uspto-grants-2011_10 |
| ORD ID | ord-d822de9ca97b44d6a83674d751fcfff0 |
| 출처 메모 | uspto-grants-2011_10 |