Potassium Carbonate → Benzimidazole

HRID 1033220

反応式

HRID 1033220 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

6.2 Grams of a 2-Cyanobenzimidazole compound [compound (iv)]]of the formula (II) in which X is H and Z is OCF2O was dissolved in 100 ml of acetonitrile. 10 Grams of potassium carbonate was added thereto. The resulting mixture was heated under reflux for 15 minutes. Thereafter, 6.7 g of dimethylsulfamoyl chloride was added thereto. Refluxing was continued for 15 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. Crystals were obtained by removing the solvent from the dried layer by distillation. Recrystallizing the crystals from hexane/ethyl acetate and then from chloroform/methanol gave 2.4 g of benzimidazole derivative [present compound (15)]of the formula (I) in which X is H, Z is OCF2O, 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. customCrystals were obtained
  9. customby removing the solvent from the dried layer
  10. distillationby distillation
  11. customRecrystallizing the crystals from hexane/ethyl acetate

出典と根拠

ORDレコード
ord-76268cfb746f4a91b4ae0880d81e55de
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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