4-Nitrobenzenesulfonyl chloride → N-butyl-4-nitrobenzenesulfonamide

HRID 1633908ノート

反応式

HRID 1633908 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:14]([NH2:18])[CH2:15][CH2:16][CH3:17]>C1COCC1.CN(C)C1C=CN=CC=1>[CH2:14]([NH:18][S:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11])[CH2:15][CH2:16][CH3:17]

参加物

5

反応物 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 8007Butylamine

生成物 1

HCID 1577957N-butyl-4-nitrobenzenesulfonamide収率 86.3%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

4-Nitrophenylsulfonyl chloride (3.0 g, 13.5 mmol) was dissolved in THF and a catalytic amount of 4-dimethylaminopyridine and 1-butylamine (4.0 mL, 41 mmol) was added and the mixture was refluxed for 16 hours. The mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate (100 mL) and washed with water (50 mL) and a 10% aqueous solution of sodium hydrogen carbonate (50 mL). The organic phase was dried (MgSO4) and concentrated in vacuo to afford 3.01 g (86%) of N-butyl-4-nitrobenzenesulfonamide as a solid.

後処理

  1. temperaturethe mixture was refluxed for 16 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. dissolutionthe residue was dissolved in ethyl acetate (100 mL)
  4. washwashed with water (50 mL)
  5. dry with materialThe organic phase was dried (MgSO4)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e78b9de2f3d84ac39232b87cce4149eb
出典データセット
uspto-grants-2003_01
特許番号
US06503949B1

反応ノート

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