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Dimethylformamide → N-(1,3-Dimethyl-5-pyrazolyl)anthranilic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | 2-Iodobenzoic acid | HCID 6941 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 1,3-Dimethyl-1H-pyrazol-5-amine | HCID 520721 | — |
| 触媒 | Cupric acetate | HCID 8895 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | N-(1,3-Dimethyl-5-pyrazolyl)anthranilic acid | HCID 615796 | 44.7% |
反応手順
A mixture of 2-iodobenzoic acid (14.9 g, 0.06 mol), 5-amino-1,3-dimethylpyrazole (6.7 g, 0.06 mol), DMF (125 ml), Cu(OAc)2 (0,4 g) and K2CO3 (8.28 g, 0.06 mol) was refluxed overnight. The reaction mixture was poured into ice-water (500 ml) and then was acidified with acetic acid to a pH of about 5. The solid which formed was collected by filtration, washed with water (100 ml) and dried. The solid was dissolved in hot CHCl3 (300 ml), filtered, dried over MgSO4 and evaporated to about 20 ml. Hexane (50 ml) was added and then the product was collected by filtration, washed with hexane (30 ml) and dried to afford 6.2 g of N-(1,3-dimethyl-pyrazol-5-yl)anthranilic acid, m.p. 210-211° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06008226 |
| 出典データセット | uspto-grants-1999_12 |
| ORD ID | ord-b21830f19d2d45d7a0ce64f358ce7def |
| 出典メモ | uspto-grants-1999_12 |