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5-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone → 6-phenoxy-2-phenyl-4(3H)-pyrimidinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone | HCID 13185838 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 6-phenoxy-2-phenyl-4(3H)-pyrimidinone | HCID 13185841 | 125.6% |
反応手順
A mixture of 7.07 g (18.1 mmol) of crude 5-iodo-6-phenoxy-2-phenyl-4(3H)-pyrimidinone, 2.02 g (31.1 mmol) of zinc dust and 25 mL of glacial acetic acid was heated to reflux. After 15 min an additional 2.06 g (31.7 mmol) of zinc dust was added, followed 15 min later by a further 2.04 g (31.4 mmol) of zinc dust. The mixture was maintained at reflux for 2 h, cooled and filtered to remove unreacted zinc. The filtrate was rotovaped to leave a semi-solid which was triturated with 75 mL of boiling water to afford 6.01 g (57% from 4,6-dihydroxy-2-phenylpyrimidine) of 6-phenoxy-2-phenyl-4(3H)-pyrimidinone as a yellow solid. 1H-NMR (d6-DMSO) δ 5.5(1H,s), 7.1-7.5(8H), 8.1(2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05726124 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-d6194f9ae43e4fbd94964245b6b3d3e4 |
| 出典メモ | uspto-grants-1998_03 |