関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Triethylamine hydrochloride | HCID 11130 | — |
| 反応物 | 3-Nitrobenzonitrile | HCID 12079 | — |
| 反応物 | Sodium Azide | HCID 33557 | — |
| 溶媒 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 生成物 | 5-(3-nitrophenyl)tetrazole | HCID 285129 | 88.9% |
反応手順
To a solution of 3-cyanonitrobenzene (20 g, 0.13 mol) in 1-methyl-2-pyrrolidinone (200 mL) was added triethylamine hydrochloride (27.9 g, 0.20 mol) followed by sodium azide (26.4 g, 0.40 mol). The mixture was heated at 160° C. for 1.5 hours, then cooled to ambient temperature, poured into ice water (1000 mL) and acidified using 5M HCl. The solid which precipitated from the mixture was filtered, washed with water and dried under vacuum at 50° C. to afford the title tetrazole (22.1 g, 86%) as a beige powder; mp 154°-156° C. 1H NMR (CDCl3) δ7.59 (1H, dd, J=8 Hz), 8.19 (1H, d, J=8 Hz), 8.36 (1H, d, J=8 Hz), 8.86 (1H, s).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05220018 |
|---|
| 出典データセット | uspto-grants-1993_06 |
|---|
| ORD ID | ord-2b90671aace143fbb0b72894e6237651 |
|---|
| 出典メモ | uspto-grants-1993_06 |
|---|
