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4-(4-Oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)benzoic acid → 3-(4-Carboxyphenyl)-5-(4-beta-D-galactopyranosyloxy-3-methoxyphenylmethylene)-2-thioxothiazolidin-4-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(4-Oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)benzoic acid | HCID 233538 | — |
| 反応物 | Potassium | HCID 5462222 | — |
| 反応物 | 4-O-(alpha-d-galactopyranosyl)vanillin | HCID 11515167 | — |
| 触媒 | Piperidine | HCID 8082 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 3-(4-Carboxyphenyl)-5-(4-beta-D-galactopyranosyloxy-3-methoxyphenylmethylene)-2-thioxothiazolidin-4-one | HCID 54263507 | 24.3% |
反応手順
To a stirred suspension of 4-formyl-2-=methoxyphenyl β-D-galactopyranoside (1c)(0.47 g, 1.5 mmol) in absolute ethanol (25 ml) containing piperidine (1 drop), was added the potassium salt of 3-(4-carboxyphenyl)-2-thioxothiazolidin-4-one (0.44 g, 1.5 mmol) and the suspension was heated under gentle reflux for 2 h. A yellow solid separated which was filtered hot and washed with small portions of boiling methanol and ethyl acetate followed by ether to give the product (0.2 g, 22%) as the potassium salt, m.p. decomp.>230° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05221606 |
| 出典データセット | uspto-grants-1993_06 |
| ORD ID | ord-fd433d386cac478a96b23796dfd294d8 |
| 出典メモ | uspto-grants-1993_06 |