Water → 5-(4-chloro-phenyl)-3-methyl-1-(4-methylsulfanyl-phenyl)-1H-[1,2,4]triazole

HRID 720726

반응식

HRID 720726 반응식
C(O[C:4](=[N:6][C:7](=O)[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[CH3:5])C.Cl.[CH3:17][S:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][NH2:26])=[CH:21][CH:20]=1.C(N(CC)CC)C.O>ClCCl.CO>[Cl:14][C:11]1[CH:10]=[CH:9][C:8]([C:7]2[N:25]([C:22]3[CH:23]=[CH:24][C:19]([S:18][CH3:17])=[CH:20][CH:21]=3)[N:26]=[C:4]([CH3:5])[N:6]=2)=[CH:13][CH:12]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 2760977(4-(Methylsulfanyl)phenyl)hydrazine hydrochlorideHCID 21894670N-(1-ethoxy-ethylidene)-4-chloro-benzamide

생성물 1

HCID 218946845-(4-chloro-phenyl)-3-methyl-1-(4-methylsulfanyl-phenyl)-1H-[1,2,4]triazole수율 59,085.102%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

N-(1-ethoxy-ethylidene)-4-chloro benzamide 472 mg (2.09 mmol) was dissolved in a mixed solvent of dichloromethane 20 ml and methanol 10 ml, and (4-methylsulfanyl-phenyl)-hydrazine hydrochloride 439 mg (2.23 mmol) was added to the solution. Then, triethylamine 0.35 ml (2.51 mmol) was slowly added dropwise at room temperature for 10 minutes and stirred for 8 hours. After completing the reaction, water 20 ml was added to the reacting solution and extracted two times with dichloromethane and then, the collected organic layer was washed with saturated brine. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure, and the resulting product was purified through a flash column chromatography (ethyl acetate:normal hexane=l:1). As a result, 5-(4-chloro-phenyl)-3-methyl-1-(4-methylsulfanyl-phenyl)-1H-[1,2,4]triazole (390 g, yield: 59%) was obtained as a liquid phase.

후처리

  1. additionwas added to the solution
  2. additionwas added to the reacting solution
  3. extractionextracted two times with dichloromethane
  4. washthe collected organic layer was washed with saturated brine
  5. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customthe resulting product was purified through a flash column chromatography (ethyl acetate:normal hexane=l:1)

출처 및 근거

ORD 기록
ord-309c5eee31904c52b81c4993de5b357c
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135572B2

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