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Sodium amide → [[(6-Chloro-3-pyridinyl)amino]methylidene]-bisphosphonic acid tetraethylester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium amide | HCID 24533 | — |
| 反応物 | Triethyl phosphite | HCID 31215 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | 5-Amino-2-chloropyridine | HCID 79305 | — |
| 反応物 | Diethyl (iodomethyl)phosphonate | HCID 82616 | — |
| 溶媒 | Carbon Tetrachloride | HCID 5943 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [[(6-Chloro-3-pyridinyl)amino]methylidene]-bisphosphonic acid tetraethylester | HCID 54442006 | — |
反応手順
6-Chloro-3-aminopyridine was alkylated with diethyl iodomethylphosphonate, sodium amide as base, with known methods. The obtained 6-chloro-3-pyridinylamino-methylphosphonic acid diethylester (0.5 mol) and N-bromosuccinimid (0.5 mol) in anhydrous carbontetrachloride is irradiated 2 hours with a 200 W lamp. The solid is filtered off, washed with carbontetrachloride and the solution is concentrated in vacuo. The obtained 6-chloro-3-pyridinylamino(bromomethyl)-phosphonic acid diethylester (0.1 mol) is warmed in tetrahydrofuran with triethylphosphite (0.1 mol) in 50° C. for 4 hours. The reaction mixture is concentrated in vacuo. The product is purified chromatographically (eluent dichloromethane: methanol 9:1). Yield 5.1 g.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06083938 |
| 出典データセット | uspto-grants-2000_07 |
| ORD ID | ord-0809c3ea4b5a42c8aa9f3f2d91a37419 |
| 出典メモ | uspto-grants-2000_07 |