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

HRID 1603604ノート

反応式

HRID 1603604 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([N+]([O-])=O)[CH:5]=[C:4]([CH3:11])[N:3]=1.[K].[N+:13]([C:16]1[CH:21]=[CH:20][C:19]([SH:22])=[CH:18][CH:17]=1)([O-:15])=[O:14]>CN1CCCC1=O>[Br:1][C:2]1[CH:7]=[C:6]([S:22][C:19]2[CH:20]=[CH:21][C:16]([N+:13]([O-:15])=[O:14])=[CH:17][CH:18]=2)[CH:5]=[C:4]([CH3:11])[N:3]=1

参加物

4

反応物 2

HCID 134195902-Bromo-6-methyl-4-nitropyridineHCID 700026814Nitrothiophenol potassium salt

生成物 1

HCID 196054542-Bromo-6-methyl-4-(4-nitrophenylsulphanyl)-pyridine収率 63.5%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
50 °C

実験手順

1.0 g (0.00458 mol) of 2-bromo-6-methyl-4-nitropyridine and 0.885 g (0.00458 mol) of 4-nitrothiophenol potassium salt were dissolved in 10 ml of 1-methyl-pyrrolidone and stirred at 50° C. for 1 hr. The solvent was removed in a high vacuum and the residue was partitioned in water and ethyl acetate. The combined organic phases were washed with sat. sodium chloride solution and dried over MgSO4. After filtration and removal of the solvent the residue was chromatographed on silica gel with ethyl acetate/hexane 1:4 and 1:3 and subsequently dried in a high vacuum. There was obtained 0.945 g (63%) of 2-bromo-6-methyl-4-(4-nitrophenylsulphanyl)-pyridine as yellow crystals; m.p.: 124-126° C.

後処理

  1. customThe solvent was removed in a high vacuum
  2. customthe residue was partitioned in water
  3. washThe combined organic phases were washed with sat. sodium chloride solution
  4. dry with materialdried over MgSO4
  5. filtrationAfter filtration and removal of the solvent the residue
  6. customwas chromatographed on silica gel with ethyl acetate/hexane 1:4 and 1:3
  7. customsubsequently dried in a high vacuum

出典と根拠

ORDレコード
ord-ac867f4a942540f18d112f661f40e706
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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