Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Benzenemethanamine, 3,4-dimethyl- → 4-chloro-6-(3,4-dimethyl-benzylamino)-2H-phthalazin-1-one
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Benzenemethanamine, 3,4-dimethyl- | HCID 66888 | — |
| 반응물 | Binap, (A+-)- | HCID 634876 | — |
| 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-(3,4-dimethyl-benzylamino)-2H-phthalazin-1-one | HCID 24948530 | 11.6% |
반응 단계
A mixture 6-bromo-4-chloro-2H-phthalazin-1-one (150 mg, 0.578 mmol), 3,4-dimethylbenzylamine (0.09 mL, 0.636 mmol), Pd2(dba)3 (58 mg, 0.063 mmol), rac-BINAP (104 mg, 0.167 mmol) and NaOtBu (155 mg, 1.613 mmol) in DMA (6 mL) was heated at 85° C. for 1.5 h. The mixture was allowed to cool, diluted with EtOAc and washed with water. The organic layer was washed with sat.aq. NaHCO3, brine and dried (Na2SO4). Chromatography on silica (EtOAc/hexanes) afforded 4-chloro-6-(3,4-dimethyl-benzylamino)-2H-phthalazin-1-one (21 mg) as a white solid, 1H (400 MHz, d6-DMSO) δ: 2.15 (d, 6H), 4.25 (d, 2H), 6.79 (s, 1H), 7.05 (s, 2H), 7.10 (m, 2H), 7.57 (t, 1H), 7.87 (d, 1H), 12.30 (s, 1H) ppm; m/z (M+1) 313.99.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08044041B2 |
| 출처 데이터셋 | uspto-grants-2011_10 |
| ORD ID | ord-d803006664384c7c81e22589b4a1fc65 |
| 출처 메모 | uspto-grants-2011_10 |