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Homophthalic acid → 2-[(5-Benzylcarbamoyl-4-methylthiazol-2-ylcarbamoyl)methyl]benzoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Homophthalic acid | HCID 66643 | — |
| 反応物 | N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid | HCID 210824 | — |
| 生成物 | 2-[(5-Benzylcarbamoyl-4-methylthiazol-2-ylcarbamoyl)methyl]benzoic acid | HCID 59369705 | 60% |
反応手順
2-Amino-4-methylthiazole-5-carboxylic acid benzylamide (0.25 g, 1.00 mmol) and homophthalic acid (0.18 g, 1.00 mmol) were melted together at 170° C. for 2 hours. A colorless solid formed after the melt was cooled to ambient temperature. The solid was washed with ether (50 mL) and then crystallized from ethyl acetate/methanol to afford the title compound in 60% yield; 1H NMR (DMSO-d6, 300 MHz) δ 12.37 (s, 1H), 8.48 (t, J=5.9 Hz, 1H), 7.88 (dd, J=1.4, 7.6 Hz, 1H), 7.50 (dt, J=1.4, 7.6 Hz, 1H), 7.40-7.15 (m, 7H), 4.34 (d, J=5.9 Hz, 2H), 4.14 (s, 2H), 2.45 (s, 3H); MS (ES+) m/z 410.5 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08541457B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-b3c9632dacfb45eb98a0e6ffb42b0eb9 |
| 出典メモ | uspto-grants-2013_09 |