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Dimethylformamide → (2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochloride
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Isopropyl Acetate | HCID 7915 | — |
| 反応物 | Diphosgene | HCID 10426 | — |
| 反応物 | (alphaZ)-2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acid | HCID 5486924 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochloride | HCID 140382097 | 94% |
反応手順
Dimethylformamide (0.8 g, 11 mmol) was added to 9 ml of tetrahydrofuran, followed by ice-cooling. To the resulting mixture, 0.6 ml of trichloromethyl chloroformate was added dropwise under ice-cooling. After stirring the resulting mixture for 30 minutes, the mixture was cooled to -10° C. (Z)-2-(2-Amino-thiazol-4-yl)-2-methoxyiminoacetic acid (840 mg, 4.2 mmol) was added and the mixture so obtained was stirred for 2 hours. The mixture was added with 9 ml of isopropyl acetate, followed by stirring for 30 minutes. A precipitate was collected by filtration under a nitrogen gas stream and then dried at room temperature, whereby 1.23 g of the title compound were obtained (yield: 94%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05650518 |
| 出典データセット | uspto-grants-1997_07 |
| ORD ID | ord-a0f791409a584fea8fb7fb0116e3a933 |
| 出典メモ | uspto-grants-1997_07 |