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p-Toluenesulfonic acid → 3-Hydroxymethyl-5-dichloromethyl-2-phthalimidopyrazine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | Methyl Acetate | HCID 6584 | — |
| 反応物 | 3-Acetoxymethyl-5-dichloromethyl-2-phthalimidopyrazine | HCID 13604776 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 3-Hydroxymethyl-5-dichloromethyl-2-phthalimidopyrazine | HCID 13604777 | 54% |
反応手順
A mixture of 15 g (0.04 mole) of 3-acetoxymethyl-5-dichloromethyl-2-phthalimidopyrazine, 150 ml of methanol and 0.15 g of p-toluenesulfonic acid was heated to the boil, and a mixture of methanol and methyl acetate was slowly distilled off in the course of 5 hours. The mixture was then evaporated down to one-third of its total volume, and the precipitated crystals were isolated, and recrystallized from ethyl acetate. 7.18 g (54%) of 5-dichloromethyl-3-hydroxymethyl-2-phthalimidopyrazine of melting point 188°-189° C. were obtained. 1H-NMR (CDCl3 270 MHz): δ4.7 (s, 2H), 6.9 (s, 1H), 8.1 (m, 4H), 9.1 (s, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04725689 |
| 出典データセット | uspto-grants-1988_02 |
| ORD ID | ord-25cf147f10cf48b9989fcb580416b649 |
| 出典メモ | uspto-grants-1988_02 |