Ethanol → HCID 178470302、化合物

HRID 269011

反応式

HRID 269011 の反応式
[NH2:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7](N)=[O:8].[CH2:10]([OH:12])[CH3:11]>CS(O)(=O)=O>[CH2:10]([O:12][C:7]([C:3]1[N:4]=[CH:5][NH:6][C:2]=1[NH2:1])=[O:8])[CH3:11]

参加物

4

反応物 2

HCID 702EthanolHCID 96795-Aminoimidazole-4-carboxamide

生成物 1

HCID 178470302HCID 178470302、化合物収率 45%

試薬・触媒・溶媒 1

HCID 6395Methanesulfonic Acid溶媒

実験手順

A stirred solution of commercially available 5-amino-1H-imidazole-4-carboxamide (25 g, 198 mmol) in methanesulfonic acid (107 mL) and ethanol (400 mL) was stirred at reflux conditions for 12d, evaporated and water (300 mL) was added. While stirring and cooling (ice/water) sodium hydroxide solution (32%) was added until pH=6 was reached. The water layer was saturated with sodium chloride and extracted with ethyl acetate (3×200 mL). The combined organic layers were dried (MgSO4), evaporated and the crude product purified crystallization (ethyl acetate/ethanol) to yield 5-amino-1H-imidazole-4-carboxylic acid ethyl ester (13.7 g, 45%) as a light brown solid. MS (EI) 155.1 [(M)+]; mp 178° C.

後処理

  1. customevaporated
  2. additionwater (300 mL) was added
  3. temperaturecooling (ice/water) sodium hydroxide solution (32%)
  4. additionwas added until pH=6
  5. extractionextracted with ethyl acetate (3×200 mL)
  6. dry with materialThe combined organic layers were dried (MgSO4)
  7. customevaporated
  8. customthe crude product purified
  9. customcrystallization (ethyl acetate/ethanol)

出典と根拠

ORDレコード
ord-68697fb84a68437987b40e2a190b683b
出典データセット
uspto-grants-2008_11
特許番号
US07446113B2

関連ノート

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