1H-1,2,4-Triazole → HCID 19811975, 화합물

HRID 373161노트

반응식

HRID 373161 반응식
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:13][C:14]([C:24]1([CH3:30])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)([OH:23])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[Cl:22]>CN(C)C=O>[Cl:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[CH2:15][C:14]([C:24]1([CH3:30])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)([OH:23])[CH2:13][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1

참가 물질

5

반응물 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 19811974HCID 19811974, 화합물

생성물 1

HCID 19811975HCID 19811975, 화합물수율 46.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
80 °C

실험 절차

12 g (174 mmol) of 1,2,4-triazole and 17 g (123 mmol) of potassium carbonate are initially introduced into 30 ml of absolute dimethylformamide under a nitrogen atmosphere and the mixture is heated to 80° C. At this temperature, a solution of 16.7 g (55.5 mmol) of 1-chloro-3-(2-chlorophenyl)-2-(1-methyl-cyclohex-1-yl)-propan-2-ol in 20 ml of absolute dimethylformamide is added dropwise with stirring. The reaction mixture is then stirred at 80° C. for a further 8 hours. The precipitate is filtered off with suction, and the filtrate is concentrated by stripping off the diluent under reduced pressure. The residue is taken up in ethyl acetate, washed with water and, after drying over sodium sulphate, the solvent is stripped off under reduced pressure. The product which remains is chromatographed through a silica gel column using dichloromethane/ethanol=99:1 as the eluent. 8.6 g (46.5% of theory) of 1-(2-chlorophenyl)-2-(1-methyl-cyclohex-1-yl)-3 -(1,2,4-triazol-1-yl)-propan-2-ol are obtained in this manner in the form of a solid substance of melting point 105° C.

후처리

  1. stirringThe reaction mixture is then stirred at 80° C. for a further 8 hours
  2. filtrationThe precipitate is filtered off with suction
  3. concentrationthe filtrate is concentrated
  4. washwashed with water
  5. dry with materialafter drying over sodium sulphate
  6. customThe product which remains is chromatographed through a silica gel column

출처 및 근거

ORD 기록
ord-718bebf8961545c4b472062adaebb075
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05162355

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