Nitromethane → 1H-benzimidazol-1-ol 3-oxide

HRID 1607719

反応式

HRID 1607719 の反応式
[N+]([CH3:4])([O-])=O.[CH:5]1[CH:13]=[CH:12][C:11]2[C:7](=[N:8][O:9][N+:10]=2[O-:14])[CH:6]=1.CC1N=CN=C(C)C=1>O1CCCC1>[OH:9][N:8]1[C:7]2[CH:6]=[CH:5][CH:13]=[CH:12][C:11]=2[N+:10]([O-:14])=[CH:4]1

参加物

5

反応物 3

HCID 6375NitromethaneHCID 152574,6-DimethylpyrimidineHCID 68075Benzofuroxan

生成物 1

HCID 123493471H-benzimidazol-1-ol 3-oxide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture containing nitromethane (7.4 g., 0.12 moles), benzofuroxan 13.6 g., 0.10 moles) and tetrahydrofuran (50 ml.) is slowly added dimethylpyrimidine (11.3 g.) dropwise. The heat of reaction causes the reaction temperature to rise sharply; therefore, an ice-bath is used to maintain a steady rate of reflux. Upon completion of addition, the resulting mixture is allowed to cool to room temperature whereupon the solid product which precipitates is filtered, washed with water, dried and recrystallized from a MeOH/NaOCH3 mixture which is subsequently acidified. The crystalline product has an M.P. 213° C. dec.

後処理

  1. temperatureThe heat of reaction
  2. customtherefore, an ice-bath is used
  3. temperatureto maintain a steady rate
  4. temperatureof reflux
  5. additionUpon completion of addition
  6. customprecipitates
  7. filtrationis filtered
  8. washwashed with water
  9. customdried
  10. customrecrystallized from a MeOH/NaOCH3 mixture which

出典と根拠

ORDレコード
ord-7e53e56e1e234f45b968485bf6b00ec8
出典データセット
uspto-grants-1989_09
特許番号
US04866175

関連ノート

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