Chloroform → 3-Biphenyl-4-yl-5-chloromethyl-4-(2-fluorophenyl)-4H-1,2,4-triazole

HRID 1797121

반응식

HRID 1797121 반응식
[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:9]([CH2:12]O)=[N:10][N:11]=2)=[CH:3][CH:2]=1.S(Cl)([Cl:29])=O.C(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][C:4]([C:7]2[N:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:9]([CH2:12][Cl:29])=[N:10][N:11]=2)=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 6212ChloroformHCID 24386Thionyl ChlorideHCID 22019266[5-Biphenyl-4-yl-4-(2-fluorophenyl)-4H-1,2,4-triazol-3-yl]methanol

생성물 1

HCID 220192313-Biphenyl-4-yl-5-chloromethyl-4-(2-fluorophenyl)-4H-1,2,4-triazole수율 81%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
60 °C

실험 절차

[5-Biphenyl-4-yl-4-(2-fluorophenyl)-4H-1,2,4-triazol-3-yl]methanol (1.81 g) was suspended in toluene (25 ml), followed by addition of thionyl chloride (1.5 ml) and chloroform (25 ml), and stirred at 60° C. for 5 hours. After the reaction solution was concentrated under reduced pressure, ethyl acetate was added to the reaction solution, which was washed with saturated aqueous sodium hydrogen carbonate solution. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. The resulting white solid was washed with a mixture solution of n-hexane and ethyl acetate, to afford the entitled compound as white solid (1.54 g, 81%). The physico-chemical values are as follows.

후처리

  1. concentrationAfter the reaction solution was concentrated under reduced pressure, ethyl acetate
  2. additionwas added to the reaction solution, which
  3. washwas washed with saturated aqueous sodium hydrogen carbonate solution
  4. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. washThe resulting white solid was washed with a mixture solution of n-hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-aa8a209ba8ae4621b4fb40234d38261a
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07034047B2

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