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m-Tolyl isocyanate → 2-(3-Methylphenylaminocarbonylamino)eth-1-ylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | m-Tolyl isocyanate | HCID 69303 | — |
| 反応物 | N-BOC-ethylenediamine | HCID 187201 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 2-(3-Methylphenylaminocarbonylamino)eth-1-ylamine | HCID 22138859 | 31% |
反応手順
N-Boc-Ethylene diamine (800 mg, 5 mmol) and m-tolyl isocyanate (665 mg, 5 mmol) were dissolved in acetonitrile and the mixture stirred at room temperature for 4 hrs. Solvent was removed under reduced pressure and the residue absorbed onto silica gel; prior to purification by flash column chromatography (silica, hexane:EtOAc 1:1) to yield the desired compound as a white solid (300 mg, 21%) (MS (+ESI, m/e) 294 (M+H)+). The N-Boc protected compound (300 mg, 1.02 mmol) was dissolved in formic acid (10 ml) and the mixture stirred at room temperature overnight. Excess acid was removed to yield the formate salt of the title compound as a white foam (210 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07741328B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-d1500acbc22c4a919f8bedbbebebaaf2 |
| 出典メモ | uspto-grants-2010_06 |