Imidazole → Clotrimazole

HRID 1855869

반응식

HRID 1855869 반응식
P([O-])(OC1C=CC=CC=1)OC1C=CC=CC=1.[NH:17]1[CH:21]=[CH:20][N:19]=[CH:18]1.[Cl:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)O>C1C=CC=CC=1>[Cl:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]([C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 298659(2-Chlorophenyl)diphenylmethanolHCID 23418553Diphenoxyphosphanolate

생성물 1

HCID 2812Clotrimazole수율 72.8%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of benzene (20 ml), diphenyl phosphite (5.62 g, 24 mmole), imidazole (2.45 g, 36 mmole) and o-chlorophenyldiphenylmethanol (2.95 g, 10 mmole) obtained in Example 1 (A) was refluxed for 8 hours. After cooling, the reaction mixture was washed with a 5% aqueous potassium hydroxide solution (20 ml). The benzene layer was separated, washed with water, dried over magnesium sulfate and evaporated. Recrystallization of the crystalline residue from acetonitrile gave 2.51 g of 1-(o-chlorophenyldiphenylmethyl)imidazole. Yield, 73%. M.P., 142°-143° C.

후처리

  1. temperaturewas refluxed for 8 hours
  2. temperatureAfter cooling
  3. washthe reaction mixture was washed with a 5% aqueous potassium hydroxide solution (20 ml)
  4. customThe benzene layer was separated
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated
  8. customRecrystallization of the crystalline residue from acetonitrile

출처 및 근거

ORD 기록
ord-a535584c4d384c0e9d7126cfb1f6c87a
출처 데이터셋
uspto-grants-1980_08
특허 번호
US04216333

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