Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 632090생성일: 2026년 10월 25일
Potassium Carbonate → 6-Chloro-5-(1,1-dioxido-isothiazolidin-2-yl)-pyridine-2-carboxylic acid methyl ester
https://huagongshe.com/reaction/632090
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 1,3-Propanesultam | HCID 642157 | — |
| 반응물 | 1,3-Di(2-pyridyl)-1,3-propanedione | HCID 2728494 | — |
| 반응물 | Methyl 5-bromo-6-chloropicolinate | HCID 46311197 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 6-Chloro-5-(1,1-dioxido-isothiazolidin-2-yl)-pyridine-2-carboxylic acid methyl ester | HCID 86674756 | 41.4% |
반응 단계
Under a nitrogen atmosphere, a solution of 5-bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (Example 9 c, 1 g, 4 mmol), isothiazolidine 1,1-dioxide (730 mg, 06 mmol), copper(I) iodide (150 mg, 0.8 mmol), 1,3-di(pyridin-2-yl)propane-1,3-dione (CAN 10198-89-7, 180 mg, 0.8 mmol) and potassium carbonate (1.1 g, 8 mmol) in DMF (20 mL) was reacted for 24 h at 110° C. The reaction mixture was poured into water, and extracted with ethyl acetate (3×50 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography (silica gel, 4 g, 10% ethyl acetate in petroleum ether) to yield the title compound (0.048 g, 1.6 mmol, 41.4%) as yellow solid; MS (EI): m/e=291.0 [M+H]+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09321727B2 |
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| 출처 데이터셋 | uspto-grants-2016_04 |
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| ORD ID | ord-847316ce285a44caa95f0b96e8dc3546 |
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| 출처 메모 | uspto-grants-2016_04 |
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