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M-Phenylenediamine → N1-(4-(phenylthio)pyrimidin-2-yl)benzene-1,3-diamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | M-Phenylenediamine | HCID 7935 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 2-Chloro-4-(phenylthio)pyrimidine | HCID 21995205 | — |
| 溶媒 | Glycol monoethyl ether | HCID 8076 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | N1-(4-(phenylthio)pyrimidin-2-yl)benzene-1,3-diamine | HCID 68746426 | 42% |
反応手順
To a stirred mixture of 2-chloro-4-(phenylthio)pyrimidine (300 mg, 1.35 mmol) and diisopropylethylamine (0.35 mL, 2.02 mmol) in 2-ethoxyethanol (2 mL), was added 1,3-phenylenediamine (291 mg, 2.70 mmol) in one portion. The whole was heated under reflux for 20 hours. The mixture was cooled to room temperature, diluted with ethyl acetate (20 mL), washed with water and brine. The organic solution was dried (Na2SO4), concentrated in vacuo. The residue was flash chromatographed on silica gel using ethyl acetate:petroleum ether (20:80→50:50) as eluant to give the product (167 mg, 42%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09040549B2 |
| 出典データセット | uspto-grants-2015_05 |
| ORD ID | ord-a2fff81be1694ddd90762a623013500b |
| 出典メモ | uspto-grants-2015_05 |