Phosphorus oxychloride → 3,4,5-Trichloropyridazine

HRID 77308

反応式

HRID 77308 の反応式
[Cl:1][C:2]1[C:3](=O)[NH:4][N:5]=[CH:6][C:7]=1[Cl:8].P(Cl)(Cl)([Cl:12])=O>>[Cl:12][C:3]1[N:4]=[N:5][CH:6]=[C:7]([Cl:8])[C:2]=1[Cl:1]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 732474,5-Dichloro-3-hydroxypyridazine

生成物 1

HCID 701113,4,5-Trichloropyridazine収率 83%

実験手順

A solution of 4,5-dichloropyridazin-3(2H)-one (2 g, 12 mmol) in 20 mL of phosphoryl trichloride was heated to reflux for 2 hrs. The solvent was removed under reduce pressure. The residue was poured into water with stirring and extracted with dichloromathene (50 mL*3). The organic layer was washed with brine, dried over Na2SO4, evaporated to give the crude product (U.S. Pat. Appl. Publ. U.S. Pat. No. 6,800,758 (Egis Gyogyszergyar Rt., Hung., Oct. 5, 2004). The crude product was recrystallized with acetone/water to give the product (2 g, 83%). 1H NMR (300 MHz, CDCl3): 9.09 (s, 1H); LC-MS: m/z=182.9 [M+H]+.

後処理

  1. temperatureto reflux for 2 hrs
  2. customThe solvent was removed
  3. additionThe residue was poured into water
  4. extractionextracted with dichloromathene (50 mL*3)
  5. washThe organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. customevaporated
  8. customto give the crude product (U.S
  9. customThe crude product was recrystallized with acetone/water

出典と根拠

ORDレコード
ord-c5684713ea704e8b9850b608e95e70a9
出典データセット
uspto-grants-2014_09
特許番号
US08841287B2

関連ノート

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