6-Bromo-4-nitropyridine-2-carboxamide → 6-Bromo-4-(4-nitrophenylsulphanyl)-pyridine-2-carboxamide

HRID 1603629ノート

反応式

HRID 1603629 の反応式
[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=[O:9])[CH:5]=[C:4]([N+]([O-])=O)[CH:3]=1.[K].[N+:15]([C:18]1[CH:23]=[CH:22][C:21]([SH:24])=[CH:20][CH:19]=1)([O-:17])=[O:16]>CN(C)C=O>[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=[O:9])[CH:5]=[C:4]([S:24][C:21]2[CH:22]=[CH:23][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=2)[CH:3]=1

参加物

4

反応物 2

HCID 196055336-Bromo-4-nitropyridine-2-carboxamideHCID 700026814Nitrothiophenol potassium salt

生成物 1

HCID 196054946-Bromo-4-(4-nitrophenylsulphanyl)-pyridine-2-carboxamide収率 87.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.25 g (0.001 mol) of 6-bromo-4-nitropyridine-2-carboxamide was dissolved in 5 ml of dimethylformamide, treated with 0.19 g (0.001 mol) of 4-nitrothiophenol potassium salt and stirred at room temperature for 18 hrs. The reaction mixture was partitioned in water and ethyl acetate and the organic phase was washed with water and sat. sodium chloride solution, dried over MgSO4 and concentrated in a vaccum. The residue was chromatographed on silica gel with ethyl acetate/hexane 1:1. There was obtained 0.31 g (86%) of 6-bromo-4-(4-nitrophenylsulphanyl)-pyridine-2-carboxamide as yellowish crystals; m.p.: 192-194° C. (dec.).

後処理

  1. customThe reaction mixture was partitioned in water
  2. washethyl acetate and the organic phase was washed with water and sat. sodium chloride solution
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in a vaccum
  5. customThe residue was chromatographed on silica gel with ethyl acetate/hexane 1:1

出典と根拠

ORDレコード
ord-76fa1f9c95374dc0bcaa645581d33804
出典データセット
uspto-grants-1999_11
特許番号
US05990105

反応ノート

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