Potassium Carbonate → Benzimidazole

HRID 1033218

反応式

HRID 1033218 の反応式
C([C:3]1[NH:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1)#N.C(=O)([O-])[O-].[K+].[K+].CN(C)S(Cl)(=O)=O>C(#N)C>[N:4]1[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[NH:7][CH:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 83372Dimethylsulphamoyl chlorideHCID 8438581H-benzimidazole-2-carbonitrile

生成物 1

HCID 5798Benzimidazole

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2.83 Grams of a 2-cyanobenzimidazole compound compound (i)]of the formula (II) in which X is H and Z is OCF2CFHO was dissolved in 50 ml of acetonitrile. 3.8 Grams of potassium carbonate was added thereto. The resulting mixture was heated under reflux for 15 minutes. Thereafter, 2.6 g of dimethylsulfamoyl chloride was added to the refluxed mixture. Refluxing was continued for additional 40 minutes with heating. The reaction solution was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulfate. A residue was obtained by removing the solvent from the dried layer by distillation. Column chromatographying the residue on silica gel with toluene as an eluent gave 1.53 g of a benzimidazole derivative present compound (1)] of the formula (I) in which X is H, Z is OCF2CFHO, R is CN and Q is N(CH3)2.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 15 minutes
  3. temperatureRefluxing
  4. temperaturewith heating
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customA residue was obtained
  9. customby removing the solvent from the dried layer
  10. distillationby distillation

出典と根拠

ORDレコード
ord-b9fb26b8969e44c1a605e15cab015ac1
出典データセット
uspto-grants-1994_05
特許番号
US05310747

関連ノート

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