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Acetonitrile → 1-ethyl-2-(4-methoxyphenyl)-1H-imidazole monohydrochloride

HRID 1856241
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HRID 1856241 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:10][CH:11]=[CH:12][N:13]=2)=[CH:5][CH:4]=1.[CH2:14](N(CC)CC)[CH3:15].C(#N)C.C([Cl:29])(=O)OCC>O(CC)CC>[ClH:29].[CH2:14]([N:13]1[CH:12]=[CH:11][N:10]=[C:9]1[C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)[CH3:15]
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참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 124631352-(4-Methoxyphenyl)-1H-imidazole

생성물 1

HCID 202717111-ethyl-2-(4-methoxyphenyl)-1H-imidazole monohydrochloride

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

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온도
180 °C

실험 절차

To a stirred and cooled (10° C.) mixture of 7 parts of 2-(4-methoxyphenyl)-1H-imidazole, 4.2 parts of N,N-diethylethanamine and 40 parts of acetonitrile is added dropwise a solution of 6.5 parts of ethyl carbonochloridate in a small amount of 1,1'-oxybisethane at a temperature below 10° C. Upon completion, stirring is continued overnight at room temperature. The reaction mixture is poured onto 175 parts of 1,1'-oxybisethane and the whole is stirred. The precipitate is filtered off and the filtrate is washed three times with water, dried, filtered and evaporated. The oily residue is heated to 180° C., cooled and dissolved in 1,1'-oxybisethane. The undissolved material is filtered off and the ether-phase is saturated with hydrogen chloride. The formed hydrochloride salt is filtered off and triturated in 2-butanone, yielding 3 parts of 1-ethyl-2-(4-methoxyphenyl)-1H-imidazole monohydrochloride.

후처리

  1. temperaturecooled
  2. stirringUpon completion, stirring
  3. stirringthe whole is stirred
  4. filtrationThe precipitate is filtered off
  5. washthe filtrate is washed three times with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. temperaturecooled
  10. dissolutiondissolved in 1,1'-oxybisethane
  11. filtrationThe undissolved material is filtered off
  12. filtrationThe formed hydrochloride salt is filtered off
  13. customtriturated in 2-butanone

출처 및 근거

ORD 기록
ord-4a6446e640334055b2700d92b5ba6856
출처 데이터셋
uspto-grants-1980_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04218458

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