Potassium Carbonate → 4-Chloro-5-methoxy-2-phenyl-3(2H)-pyridazinone

HRID 1241728

反応式

HRID 1241728 の反応式
C1(N2C=C(Cl)C(Cl)[C:9](=[O:15])N2)C=CC=CC=1.[C:16]1([N:22]2[C:27](=[O:28])[C:26]([Cl:29])=[C:25](Cl)[CH:24]=[N:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+]>CO>[C:16]1([N:22]2[C:27](=[O:28])[C:26]([Cl:29])=[C:25]([O:15][CH3:9])[CH:24]=[N:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 728134,5-Dichloro-2-phenyl-3(2H)-pyridazinoneHCID 18991304HCID 18991304、化合物

生成物 1

HCID 3498424-Chloro-5-methoxy-2-phenyl-3(2H)-pyridazinone収率 95%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The title compound was prepared according to the method of (S. Cho et al. described in J. Het. Chem., (1996), 33, 1579–1582), starting with the N-phenyl-dichloropyridazinone. A mixture of 2-phenyl-4,5-dichloro-3(2H)-pyridazinone (1 g, 4.1 mmol) and finely powdered, anhydrous K2CO3 (580 mg, 4.2 mmol) in 50 mL of methanol was heated at reflux for 5 hours and concentrated in vacuo. The residue was partitioned between water and ethyl acetate. The acetate layer was washed with water, and brine to provide 2-phenyl-4-chloro-5-methoxy-3(2H)-pyridazinone (yield: 920 mg, 95%). 1H NMR (300 MHz, DMSO-d6) δ 4.15 (s, 3H), 7.50 (m, 5H), 8.43 (s, 1H). MS (DCI/NH3) m/z 237 (M+H)+, 254 (M+NH4)+.

後処理

  1. customThe title compound was prepared
  2. temperatureat reflux for 5 hours
  3. concentrationconcentrated in vacuo
  4. customThe residue was partitioned between water and ethyl acetate
  5. washThe acetate layer was washed with water, and brine

出典と根拠

ORDレコード
ord-2e23627ef7894e7a99fdf6d730a50c54
出典データセット
uspto-grants-2006_10
特許番号
US07115591B2

関連ノート

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