Dimethyl Sulfoxide → 1-(2-Chloropyridin-5-ylmethyl)-2-nitroimino-3-(1propenyl)imidazolidine

HRID 1033542ノート

反応式

HRID 1033542 の反応式
[CH:1]([N:4]1[CH2:8][CH2:7][NH:6][C:5]1=[N:9][N+:10]([O-:12])=[O:11])=[CH:2][CH3:3].C(=O)([O-])[O-].[K+].[K+].CS(C)=O.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30]Cl)=[CH:26][N:25]=1>O>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][N:6]2[CH2:7][CH2:8][N:4]([CH:1]=[CH:2][CH3:3])[C:5]2=[N:9][N+:10]([O-:12])=[O:11])=[CH:26][N:25]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 1554792-Chloro-5-(chloromethyl)pyridineHCID 1363783921-(1-Propenyl)-2-nitroiminoimidazolidine

生成物 1

HCID 538530701-(2-Chloropyridin-5-ylmethyl)-2-nitroimino-3-(1propenyl)imidazolidine収率 82.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

A mixture comprising 6.0 g of 1-(1-propenyl)-2nitroiminoimidazolidine, 7.0 g of potassium carbonate, 70 ml of DMSO and 7.4 g of 2-chloro-5-chloromethylpyridine was stirred at 60° C. for one hour. The reaction mixture was poured into water, extracted with ethyl acetate, washed with water, dried (with anhydrous MgSO4) and concentrated to give an oily residue. This was purified by column chromatography (silica gel, eluent: ethyl acetate/hexane=2/1) to give 8.6 g of 1-(2-chloropyridin-5-ylmethyl)-2-nitroimino -3- (1propenyl)imidazolidine.

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried (with anhydrous MgSO4)
  4. concentrationconcentrated
  5. customto give an oily residue
  6. customThis was purified by column chromatography (silica gel, eluent: ethyl acetate/hexane=2/1)

出典と根拠

ORDレコード
ord-7fd2b7f3e87b45f7bfe424c6333d3eee
出典データセット
uspto-grants-1994_05
特許番号
US05310920

反応ノート

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