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Phosphorus oxychloride → 5-methyl-7-(2-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phosphorus oxychloride | HCID 24813 | — |
| 反応物 | 2-nitro-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide | HCID 58711978 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | 5-methyl-7-(2-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine | HCID 11293491 | 0.7% |
反応手順
In a similar manner as described for Example 1, 2-nitro-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (Intermediate 10) (0.50 g, 1.5 mmol) in 1,2-dichloroethane (20 mL) and phosphorus oxychloride (1.1 mL, 12 mmol) gave 5-methyl-7-(2-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (0.0046 g) as a yellow solid. 1H NMR (CDCl3): δ8.82 (s, 1H), 8.09 (dd, J=8.0, 1.1 Hz, 1H), 7.90 (dd, J=7.7, 1.3 Hz, 1H), 7.76 (ddd, J=7.7, 7.5, 1.3 Hz, 1H), 7.64 (ddd, J=8.2, 7.5, 1.5 Hz, 1H), 6.89 (s, 1H), 6.67 (s, 2H), 3.79 (s, 3H), 3.66 (s, 6H), 2.63 (s, 3H). MS m/z 437 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07462614B2 |
| 出典データセット | uspto-grants-2008_12 |
| ORD ID | ord-cd9b76f07c2e429b8fb251ee32a1b50b |
| 出典メモ | uspto-grants-2008_12 |