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Methyl 4,5-dimethoxyanthranilate → N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl 4,5-dimethoxyanthranilate | HCID 611144 | — |
| 反応物 | N-(4-chloro-3-methyl-5-isoxazolyl)2-{[2-acetyl-4,5-(methylenedioxy)phenyl]aminocarbonyl}thiophene-3-sulfonamide | HCID 10696210 | — |
| 生成物 | Thiophene-3-sulfonamide | HCID 1201388 | 1% |
| 生成物 | N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamide | HCID 10839579 | 13% |
反応手順
The title compounds were prepared by the method set forth for N-(4-chloro-3-methyl-5-isoxazolyl) 2-{[2-acetyl-4,5-(methylenedioxy)phenyl]-aminocarbonyl}thiophene-3-sulfonamide (EXAMPLE 148) except that methyl-2-amino-4,5-dimethoxybenzoate was used instead of 2′-amino-4′,5′-(methylenedioxy)acetophenone. The crude product was purified via HPLC to give N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4,5-dimethoxy-2-methoxycarbonylphenyl)aminocarbonyl]thiophene-3-sulfonamide as a yellow powder (13% yield, m.p. 167-168° C.) and N-(4-chloro-3-methyl-5-isoxazolyl) 2-{[4,5-dimethoxy-2,4,5-dimethoxy-2-methoxycarbonyl)-phenyl]phenylaminocarbonyl}thiophene-3-sulfonamide as a dull yellow solid (1% yield, m.p. 228-230° C.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06331637B1 |
| 出典データセット | uspto-grants-2001_12 |
| ORD ID | ord-36c435be4e934b44b32038845da4936a |
| 出典メモ | uspto-grants-2001_12 |