Phosphorus oxychloride → HCID 58046417、化合物

反応式

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][NH:11][C:10](=O)[CH:9]=2)=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:17]>>[Cl:17][C:10]1[N:11]=[N:12][CH:13]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[CH:9]=1

参加物

反応物 2

HCID 24813Phosphorus oxychloride

HCID 67122910HCID 67122910、化合物

生成物 1

HCID 58046417HCID 58046417、化合物

反応条件

温度: 110 °C

実験手順

5-(4-Fluorophenyl)pyridazin-3(2H)-one (2.15 g, 11.3 mmol) was dissolved in POCl3 (133 ml) and the mixture was refluxed at 110° C. for 30 min. The reaction was cooled in an ice bath and slowly quenched with aqueous sodium hydrogen carbonate (200 mL). The mixture was extracted with ethyl acetate (3×200 mL). The combined organics were washed with water and brine, dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure to afford the title compound. 1H NMR (500 MHz, CD3SOCD3) δ 9.67 (d, 1H); 8.28 (d, 1H); 8.07 (dd, 2H); 7.42 (t, 2H).

後処理

temperatureThe reaction was cooled in an ice bath
customslowly quenched with aqueous sodium hydrogen carbonate (200 mL)
extractionThe mixture was extracted with ethyl acetate (3×200 mL)
washThe combined organics were washed with water and brine
dry with materialdried over anhydrous MgSO4
filtrationfiltered
concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード: ord-8daf62f8d478467ebe338f7601c3417d
出典データセット: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08592425B2

反応ノート

読み込み中…

参加物