Potassium Carbonate → 1-(2-Chloro-5-methyl-3-pyridylmethyl)2-nitroiminoimidazolidine

HRID 413473

反応式

HRID 413473 の反応式
[Cl:1][C:2]1[C:7]([CH2:8]Cl)=[CH:6][C:5]([CH3:10])=[CH:4][N:3]=1.[N+:11]([N:14]=[C:15]1[NH:19][CH2:18][CH2:17][NH:16]1)([O-:13])=[O:12].C(=O)([O-])[O-].[K+].[K+].[Cl-].[Cs+]>C(#N)C>[Cl:1][C:2]1[C:7]([CH2:8][N:16]2[CH2:17][CH2:18][NH:19][C:15]2=[N:14][N+:11]([O-:13])=[O:12])=[CH:6][C:5]([CH3:10])=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 24293Cesium ChlorideHCID 112060822-Chloro-3-(chloromethyl)-5-methylpyridineHCID 135413413N-nitroimidazolidin-2-imine

生成物 1

HCID 1363477121-(2-Chloro-5-methyl-3-pyridylmethyl)2-nitroiminoimidazolidine収率 90%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-chloro-3-chloromethyl-5-methylpyridine (1.3 g, 0.0076 moles) was added to a well-stirred material comprising 2-nitroimino-1, 3-diazacyclopentane (1.18 g, 0.00912 moles), potassium carbonate (1.16 g, 0.0083 moles), cesium chloride (0.04 g, 0.00024 moles) in acetonitrile (20 ml) solvent at room temperature. The reaction mixture was refluxed for 8 hours. The solvent was removed under reduced pressure and the mass diluted with water (25 ml). The mass was then extracted with methylene chloride (2×50 ml) and the layers were separated. Organic layer was dried over sodium sulphate and solvent removed under reduced pressure. The residue thus obtained was subjected to chromatographic purification on silica gel to give 1-(2-chloro-5-methyl-3-pyridylmethyl)2-nitroiminoimidazolidine in 90% yield.

後処理

  1. customat room temperature
  2. temperatureThe reaction mixture was refluxed for 8 hours
  3. customThe solvent was removed under reduced pressure
  4. additionthe mass diluted with water (25 ml)
  5. extractionThe mass was then extracted with methylene chloride (2×50 ml)
  6. customthe layers were separated
  7. dry with materialOrganic layer was dried over sodium sulphate and solvent
  8. customremoved under reduced pressure
  9. customThe residue thus obtained
  10. customwas subjected to chromatographic purification on silica gel

出典と根拠

ORDレコード
ord-9e0e5b816c2f4bac938a2cceb69764b1
出典データセット
uspto-grants-2003_05
特許番号
US06566528B1

関連ノート

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