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HRID 52525作成日:2026年10月26日

N-Phenylhydroxylamine → 9-Bromo-5-(N-hydroxy-phenylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

https://huagongshe.com/reaction/52525

反応式

関与物質

役割名称HCID仕込み量
反応物N-PhenylhydroxylamineHCID 7518—
反応物9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5 H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 10472338—
溶媒Ethyl acetate acetateHCID 22609514—
生成物9-Bromo-5-(N-hydroxy-phenylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 5389388526.4%

反応手順

A procedure similar to that described in Example 5 was carried out with 9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (150 mg, 0.44 mmol) and N-phenylhydroxylamine (80 mg, 0.73 mmol) to give 50 mg of the title compound (26%) after silica gel column chromatography with 2% acetic acid/ethyl acetate: mp>270° C.; 1H NMR (270 MHz, DMSO-d6) δ12.04 (s, 1H), 10.01 (s, 1H), 7.56 (d, 2H, J=7.9 Hz), 7.30 (t, 2H, J=7.9 Hz), 7.24 (d, 1H, J=2 Hz), 7.17 (d, 1H, J=2 Hz), 7.05 (t, 1H, J=7.4 Hz), 5.17~5.26 (m, 1H), 3.06 (ddd, 1H, J=17.1, 13.5, 4.5 Hz), 2.83 (dm, 1H, J=17.1 Hz), 2.58~2.62 (m, 2H), 2.09 (dm, 1H, J=13.5 Hz), 1.81~1.95 (m, 1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05616586
出典データセットuspto-grants-1997_04
ORD IDord-1c8006bce56340abb2db29d24e88ade4
出典メモuspto-grants-1997_04