Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl ester → 6-(4-Nitrophenyl)-4-oxo-2-(4-phenoxyphenyl)-1,4-dihydropyridine-3-carbonitrile
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl ester | HCID 13281 | — |
| 반응물 | 3-Amino-3-(4-phenoxyphenyl)acrylonitrile | HCID 66927052 | — |
| 용매 | Dimethylacetamide | HCID 31374 | — |
| 생성물 | 6-(4-Nitrophenyl)-4-oxo-2-(4-phenoxyphenyl)-1,4-dihydropyridine-3-carbonitrile | HCID 69670415 | 120.7% |
반응 단계
A mixture of 3-amino-3-(4-phenoxyphenyl)acrylonitrile (101 mg, 0.427 mmol) and ethyl 3-(4-nitrophenyl)-3-oxopropanoate (312.8 mg, 1.319 mmol) in N,N-dimethylacetamide (1 mL) was microwaved at 230° C. for 20 min, cooled to room temperature, and concentrated. Silica gel chromatography, eluting with 0-5% methanol in dichloromethane, gave 6-(4-nitrophenyl)-4-oxo-2-(4-phenoxyphenyl)-1,4-dihydropyridine-3-carbonitrile as brown solid (211 mg, 100% yield). 1H NMR (400 MHz, CDCl3) δ ppm 8.31 (2H, δ, J=8.78 Hz), 8.19 (2H, br. s), 7.96 (2H, br. s), 7.39 (2H, t, J=7.91 Hz), 7.18 (1H, t, J=7.40 Hz), 7.06-7.13 (3H, m); MS (ES+) m/z: 410 (M+H); LC retention time: 4.275 min (analytical HPLC Method A).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08846673B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-3c49611eb7fc43fe965ada2c6ed22258 |
| 출처 메모 | uspto-grants-2014_09 |