Potassium Carbonate → N-Methyl-4-[4-(4-pyridyl)piperazin-1-yl]benzenesulphonamide

HRID 2232407

反応式

HRID 2232407 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:3][CH:2]=1.[CH3:13][NH:14][S:15]([C:18]1[CH:23]=[CH:22][C:21](F)=[CH:20][CH:19]=1)(=[O:17])=[O:16].C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O>[CH3:13][NH:14][S:15]([C:18]1[CH:19]=[CH:20][C:21]([N:10]2[CH2:9][CH2:8][N:7]([C:4]3[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=3)[CH2:12][CH2:11]2)=[CH:22][CH:23]=1)(=[O:16])=[O:17]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 705171-(4-Pyridyl)piperazineHCID 24400544-fluoro-N-methylbenzene-1-sulfonamide

生成物 1

HCID 21283536N-Methyl-4-[4-(4-pyridyl)piperazin-1-yl]benzenesulphonamide収率 6.9%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
100 °C

実験手順

A mixture of 1-(4-pyridyl)piperazine (0.86 g), N-methyl-4-fluorobenzenesulphonamide (1.00 g) and potassium carbonate (2.00 g) in N-methylpyrrolidone was stirred at 100° C. for 24 hours and then evaporated. The residue was partitioned between dichloromethane and 2N hydrochloric acid. The acid layer was washed with dichloromethane, filtered and made basic with sodium bicarbonate solution. The mixture was extracted several times with chloroform, and the combined extracts were washed with water, dried over magnesium sulphate and evaporated. The residue was crystallised from ethanol/ethyl acetate to give the title compound (0.12 g), m.p. 204°-206° C. Found: C,57.55; H,6.13; N,16.62. C16H20N4O2S requires: C,57.81; H,6.06; N,16.85%.

後処理

  1. customevaporated
  2. customThe residue was partitioned between dichloromethane and 2N hydrochloric acid
  3. washThe acid layer was washed with dichloromethane
  4. filtrationfiltered
  5. extractionThe mixture was extracted several times with chloroform
  6. washthe combined extracts were washed with water
  7. dry with materialdried over magnesium sulphate
  8. customevaporated
  9. customThe residue was crystallised from ethanol/ethyl acetate

出典と根拠

ORDレコード
ord-542a1ec6e4ad4a5d9140fb585b095058
出典データセット
uspto-grants-1988_11
特許番号
US04788196

関連ノート

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