N,N-Diethylaniline → 2-Chlorocycloheptimidazole

HRID 359924노트

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HRID 359924 반응식
O[C:2]1[N:3]=[C:4]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=[C:5]2[N:6]=1.P(Cl)(Cl)([Cl:14])=O.C(N(CC)C1C=CC=CC=1)C.C(=O)([O-])O.[Na+]>>[Cl:14][C:2]1[N:3]=[C:4]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=[C:5]2[N:6]=1

참가 물질

5

반응물 4

HCID 7061N,N-DiethylanilineHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178517150HCID 178517150, 화합물

생성물 1

HCID 200643702-Chlorocycloheptimidazole수율 24%

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온도
70 °C

실험 절차

In accordance with the method described in Chemical and Pharmaceutical Bulletin, Vol. 16, No. 7, pages 1300 to 1307 (1968), 10 g of 2-hydroxycycloheptimidazole, 150 g of phosphorus oxychloride and 12 g of N,N-diethylaniline were stirred under heating at an internal temperature of 70° C. for 6 hours and 30 minutes. After the reaction, the phosphorus oxychloride was evaporated off under reduced pressure, and the resulting reaction mixture was poured into 500 ml of ice-water. Sodium hydrogencarbonate was added to the resulting solution until the pH thereof became neutral, and this was extracted with chloroform (250 ml×2). The chloroform layer was dried with anhydrous sodium sulfate and the solvent was evaporated off, and then the reaction product was purified by silica gel column chromatography with a developer solvent of ethyl acetate. 2.7 g of colorless crystals were obtained.

후처리

  1. customAfter the reaction
  2. customthe phosphorus oxychloride was evaporated off under reduced pressure
  3. customthe resulting reaction mixture
  4. extractionthis was extracted with chloroform (250 ml×2)
  5. dry with materialThe chloroform layer was dried with anhydrous sodium sulfate
  6. customthe solvent was evaporated off
  7. customthe reaction product was purified by silica gel column chromatography with a developer solvent of ethyl acetate

출처 및 근거

ORD 기록
ord-aaf86bab097f4cf7b5ef5da2668dab90
출처 데이터셋
uspto-grants-1991_03
특허 번호
US05003077

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