참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 반응물 | 3-benzyloxy-4-carboxy-1-methyl-2(1H)-pyridinone | HCID 11777326 | — |
| 반응물 | HCID 178527880 | HCID 178527880 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | HCID 178480350 | HCID 178480350 | 80.4% |
반응 단계
To a solution of 3-benzyloxy-4-carboxy-1-methyl-2(1H)-pyridinone (1.05 g, 4 mmol), 2-mercaptothiazoline (0.50 g, 4.2 mmol) and a catalytic amount of 4-dimethylaminopyridine (DMAP) in dry methylene chloride (50 mL), N,N'-dicyclohexylcarbodiimide (DCC) (0.86 g, 4.2 mmol) is added. Alter stirring for 4 hours, the dicyclohexylurea (DCU) solids are removed by filtration, the yellow filtrate is rotary evaporated to give a yellow solid. Crystallization from isopropanol-methylene chloride gives the title compound (1.16 g, 80.4%) as bright yellow crystalline plates, m.p. 149°-150° C. 1H NMR (250 MHz, CDCl3) δ2.867 (t, 2H, J=7.32), 3.594 (s, 3H), 4.313 (t, 2H, J=7.33), 5.301 (s, 2H), 6.107 (d, 1H, J=6.99), 7.126 (d, 1H, J=7.00), 7.31-7.45 (m, 5H). Anal for C17H16N2O3S2Calcd. (found): C, 56.64 (56.36); H, 4.47 (4.47); N, 7.73 (7.73); S, 17.78 (17.41).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US05624901 |
|---|
| 출처 데이터셋 | uspto-grants-1997_04 |
|---|
| ORD ID | ord-2eccfe09b9cb46afbcd6f13ab1c25065 |
|---|
| 출처 메모 | uspto-grants-1997_04 |
|---|