Sodium → 3-Nitro 6-(2-pyridylthio) imidazo [1,2-a] pyridine

HRID 614850ノート

反応式

HRID 614850 の反応式
[Na].[SH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.Br[C:10]1[CH:11]=[CH:12][C:13]2[N:14]([C:16]([N+:19]([O-:21])=[O:20])=[CH:17][N:18]=2)[CH:15]=1>CN1CCCC1=O>[N+:19]([C:16]1[N:14]2[CH:15]=[C:10]([S:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=3)[CH:11]=[CH:12][C:13]2=[N:18][CH:17]=1)([O-:21])=[O:20]

参加物

5

反応物 3

HCID 5360545SodiumHCID 288758886-Bromo-3-nitroimidazo[1,2-a]pyridineHCID 178418616HCID 178418616、化合物

生成物 1

HCID 538630633-Nitro 6-(2-pyridylthio) imidazo [1,2-a] pyridine

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

A solution of 1.61 g. (0.012 mole) of the sodium salt of 2-mercapto pyridine and 2.42 g. (0.01 mole) of 6-bromo-3-nitroimidazo [1,2-a] pyridine in 10 ml. N-methylpyrolidinone is heated at 150° C. for 40 minutes under a nitrogen atmosphere. The cooled solution is poured onto 100 ml. of ice-water and the resultant suspension is extracted with ethyl acetate. The combined extracts are washed with saturated aqueous sodium chloride and dried over magnesium sulfate. Evaporation of the solvent to a small volume and dilution with N-hexane yields crystalline material. The solids are purified by chromatography on silica gel. Elution with methylene chloride yields pure 3-nitro 6-(2-pyridylthio) imidazo [1,2-a] pyridine.

後処理

  1. additionThe cooled solution is poured onto 100 ml
  2. extractionof ice-water and the resultant suspension is extracted with ethyl acetate
  3. washThe combined extracts are washed with saturated aqueous sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. customEvaporation of the solvent to a small volume and dilution with N-hexane
  6. customyields crystalline material
  7. customThe solids are purified by chromatography on silica gel
  8. washElution with methylene chloride

出典と根拠

ORDレコード
ord-8ccb3b4f8f514fe3ba546d42f7e7c0fb
出典データセット
uspto-grants-1979_03
特許番号
US04146642

反応ノート

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