Tert-Butyl nitrite → 3-Methyl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

HRID 513597ノート

反応式

HRID 513597 の反応式
N[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[N:20]=[C:19]([CH3:22])[CH:18]=[CH:17]2)(=[O:10])=[O:9].C(ON=O)(C)(C)C>C(O)(=O)C>[CH3:22][C:19]1[CH:18]=[CH:17][C:16]2[C:21]([N:20]=1)=[C:12]1[C:13]([C:4]3[C:3]([S:8](=[O:10])(=[O:9])[NH:11]1)=[CH:2][CH:7]=[CH:6][CH:5]=3)=[CH:14][CH:15]=2

参加物

4

反応物 2

HCID 10906Tert-Butyl nitriteHCID 167595192-Amino-N-(2-methyl-quinolin-8-yl)-benzenesulfonamide2 回

生成物 1

HCID 167595203-Methyl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide収率 5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
10 °C

実験手順

2-Amino-N-(2-methyl-quinolin-8-yl)-benzenesulfonamide (Example Compound 15) (164 mg, 0.52 mmol) was suspended in acetic acid (3 ml) and cooled to 10° C. Tert-butylnitrite (93 μl, 0.79 mmol) was added and the reaction was slowly warmed to room temperature over 1 h. The reaction was then quenched with water (4 ml) and the resulting solution was concentrated in vacuo. The crude residue was purified by column chromatography with DCM as the eluent to give the title compound (7 mg, 5%).

後処理

  1. temperaturethe reaction was slowly warmed to room temperature over 1 h
  2. customThe reaction was then quenched with water (4 ml)
  3. concentrationthe resulting solution was concentrated in vacuo
  4. customThe crude residue was purified by column chromatography with DCM as the eluent

出典と根拠

ORDレコード
ord-b30dafd11cc6483bb1736c3326b9b700
出典データセット
uspto-grants-2015_08
特許番号
US09102688B2

反応ノート

読み込み中…