Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
3-Aminobenzonitrile → N-(3-cyanophenyl)-4-methyl-1,2,5-oxadiazole-3-carboxamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 3-Aminobenzonitrile | HCID 16702 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 4-Methyl-1,2,5-oxadiazole-3-carboxylic acid | HCID 314768 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| 생성물 | N-(3-cyanophenyl)-4-methyl-1,2,5-oxadiazole-3-carboxamide | HCID 58941863 | 6.8% |
반응 단계
4-Methyl-1,2,5-oxadiazole-3-carboxylic acid (200 mg, 1.6 mmol) and bromotris-(pyrrolydino)phosphonium hexafluorophosphate was dissolved in a 1/1 mixture of DMF/DCM. To the mixture was added DMAP (120 mg, 0.95 mmol) and 3-amino-benzonitrile (184 mg, 1.6 mol) followed by N,N-diisopropylethylamine. The reaction mixture was stirred at rt overnight. The volatiles were removed in vacuo and the residue dissolved with chloroform and loaded onto a 40 g Silica ISCO cartridge eluting with 25%-50% EtOAc/Hexane to afford a white powder (25 mg). MF=C11H8N4O2; LCMS calculated for C11H9N4O2(M+H)+: m/z=229.1.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08951536B2 |
| 출처 데이터셋 | uspto-grants-2015_02 |
| ORD ID | ord-80e4a47c190c4dc1952c2be51ca35483 |
| 출처 메모 | uspto-grants-2015_02 |