Piperazine → Phenyl 5-(1-piperazinyl)-2-pyridinyl sulfone

HRID 23874

反応式

HRID 23874 の反応式
[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13](Cl)=[CH:12][N:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>N1C=CC=CC=1>[N:17]1([C:13]2[CH:14]=[CH:15][C:10]([S:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:9])=[O:8])=[N:11][CH:12]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

参加物

4

反応物 2

HCID 4837PiperazineHCID 101989402-Benzenesulfonyl-5-chloropyridine

生成物 1

HCID 9839418Phenyl 5-(1-piperazinyl)-2-pyridinyl sulfone収率 48.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
120 °C

実験手順

To a mixture of 5-chloro-2-pyridinyl phenyl sulfone (10.2 g, 40.2 mmol) in pyridine (100 mL) was added piperazine (13.8 g, 161 mmol). The mixture was heated to 120° C. in a preheated oil bath for 18 h. The mixture then was removed from heat and cooled to room temperature. The mixture was partitioned between water and ethyl acetate. The layers were separated and the organic layer washed twice with water (2×50 mL). The organic layer was dried with anhydrous magnesium sulfate and concentrated. The solids obtained after concentration were recrystallized from water and dried to give 5.89 g of the title compound; m.p. 126-127° C.; IR (drift) 1568, 1479, 1447, 1306, 1290, 1254, 1175, 1154, 1145, 1104, 830, 756, 715, 688, 602 cm−1. 1H NMR (CDCl3) δ 3.0, 3.29, 7.13, 7.53, 8.01, 8.26.

後処理

  1. customThe mixture then was removed
  2. temperaturefrom heat
  3. temperaturecooled to room temperature
  4. customThe mixture was partitioned between water and ethyl acetate
  5. customThe layers were separated
  6. washthe organic layer washed twice with water (2×50 mL)
  7. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  8. concentrationconcentrated
  9. customThe solids obtained
  10. concentrationafter concentration
  11. customwere recrystallized from water
  12. customdried

出典と根拠

ORDレコード
ord-8d80402db955440c94de8d01b68f81b7
出典データセット
uspto-grants-2005_02
特許番号
US06855709B2

関連ノート

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