Imidazole → 5-(1H-imidazol-1-ylmethyl)quinoxaline

HRID 1086208

反応式

HRID 1086208 の反応式
Br[CH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[N:5]=[CH:6][CH:7]=[N:8]2.[NH:13]1[CH:17]=[CH:16][N:15]=[CH:14]1>C(#N)C>[N:13]1([CH2:2][C:3]2[CH:12]=[CH:11][CH:10]=[C:9]3[C:4]=2[N:5]=[CH:6][CH:7]=[N:8]3)[CH:17]=[CH:16][N:15]=[CH:14]1

参加物

4

反応物 2

HCID 795ImidazoleHCID 101491295-(Bromomethyl)quinoxaline

生成物 1

HCID 198758605-(1H-imidazol-1-ylmethyl)quinoxaline収率 20.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 15.5 parts of 5-(bromomethyl)quinoxaline, 23.5 parts of 1H-imidazole and 160 parts of acetonitrile was stirred for 1.5 hours at reflux temperature. The reaction mixture was evaporated and the residue was taken up in water. The product was extracted three times with 65 parts of dichloromethane. The combined extracts were dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of dichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from a mixture of 2-propanone and 2,2'-oxybispropane. The product was filtered off and dried, yielding 3 parts (20.5%) of 5-(1H-imidazol-1-yl-methyl)quinoxaline; mp. 121.2° C. (comp. 41).

後処理

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. extractionThe product was extracted three times with 65 parts of dichloromethane
  4. customThe combined extracts were dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by column chromatography over silica gel using
  8. additiona mixture of dichloromethane and methanol (95:5 by volume) as eluent
  9. customThe pure fractions were collected
  10. customthe eluent was evaporated
  11. customThe residue was crystallized from a mixture of 2-propanone and 2,2'-oxybispropane
  12. filtrationThe product was filtered off
  13. customdried

出典と根拠

ORDレコード
ord-406ef8768fcd4994b8601f349bb6c14b
出典データセット
uspto-grants-1991_07
特許番号
US05028606

関連ノート

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