Potassium Carbonate → Benzimidazole

HRID 1033220

반응식

HRID 1033220 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 5798Benzimidazole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-76268cfb746f4a91b4ae0880d81e55de
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05310747

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