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Pyridine → Tegafur
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | 5-Fluorouracil | HCID 3385 | — |
| 反応物 | Phosphorus oxide (P4O10) | HCID 14812 | — |
| 反応物 | 2,3-Dihydrofuran | HCID 70934 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Tegafur | HCID 5386 | 63% |
| 生成物 | 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione | HCID 124956 | 12.3% |
反応手順
In a sealed tube, 780 mg (6 m mole) of 5-fluorouracil, 5 ml of pyridine, 100 mg (0.70 m mole) of phosphorus pentoxide and 1.26 g (18 m mole) of 2,3-dihydrofuran were heated at 100° C for 17 hours. After the reaction, pyridine was distilled off from the reaction mixture under a reduced pressure. The residue was dissolved in chloroform and the insoluble unreacted 5-fluorouracil was separated by a filtration and the residue was purified by a column chromatography using a silica gel column (mixture of benzene; ethyl acetate and acetone = 2 : 1 : 1 (V/V) as a developing medium) to obtained 200 mg of N1,N3 -bis(2-tetrahydrofuryl)-5-fluorouracil (yield: 12.3%) and 757.6 mg of N1 -(2-tetrahydrofuryl)-5-fluorouracil (yield: 63.0%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04121037 |
| 出典データセット | uspto-grants-1978_10 |
| ORD ID | ord-54b80a3f12e64822b2b79158c9da1c1a |
| 出典メモ | uspto-grants-1978_10 |