HCID 18402232、化合物 → 2-Ethenyl-1H-imidazole-4,5-dicarbonitrile

HRID 1934552ノート

反応式

HRID 1934552 の反応式
[CH2:1]=[CH:2][CH:3]=[N:4]/[C:5](/[C:10]#[N:11])=[C:6](/[NH2:9])\[C:7]#[N:8].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].C=CC=N/C(/C#N)=C(/N)\C#N.C(#N)C>C(#N)C>[CH:2]([C:3]1[NH:4][C:5]([C:10]#[N:11])=[C:6]([C:7]#[N:8])[N:9]=1)=[CH2:1]

参加物

5

反応物 3

HCID 18402232HCID 18402232、化合物2 回HCID 131721937HCID 131721937、化合物HCID 178418268HCID 178418268、化合物2 回

生成物 1

HCID 121131612-Ethenyl-1H-imidazole-4,5-dicarbonitrile収率 82%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

The acrodamn, prepared as per the earlier described method, was used in this present synthesis. The acrodamn (7.00 g) was dissolved in 150 ml of distilled acetonitrile, yielding an orange solution. A solution of 22.5 g of lead (IV) tetraacetate and 300 ml of distilled acetonitrile was placed in a room temperature water bath. The acrodamn/acetonitrile solution was poured, in one portion, into the lead (IV) tetraacetate solution. The colorless lead solution immediately darkened to an orange-red solution and a white, voluminous precipitate with a metallic sheen appeared. The solution was allowed to stir for 10 minutes, and then filtered. The resulting precipitate was washed via filtration until no more color was liberated in the filtrate. The filtrate was then rotovapped and stripped with a vacuum pump. To the resulting residue, 400 ml of ether was added and allowed to stir overnight. The ether solution was filtered and rotovapped to yield 5.63 g of 2-vinyl-4,5-dicyanoimidazole (82%) as a reddish solid. This crude product shows very small traces of unidentified impurity and may be purified by dissolving in a minimum of ethyl acetate, pouring the ethyl acetate into ether, filtering the precipitate, and evaporating the filtrate to recover the product for essentially quantitative recovery.

後処理

  1. customwas used in this present synthesis
  2. customyielding an orange solution
  3. customwas placed in a room temperature
  4. filtrationfiltered
  5. washThe resulting precipitate was washed via filtration until no more color
  6. additionTo the resulting residue, 400 ml of ether was added
  7. stirringto stir overnight
  8. filtrationThe ether solution was filtered

出典と根拠

ORDレコード
ord-bae6e9cc98ed41068463273b3cb341b5
出典データセット
uspto-grants-2002_05
特許番号
US06384068B1

反応ノート

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