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Water → 2-[5-(4-Bromo-phenyl)-3-methyl-[1,2,4]triazole-1-yl]-5-methanesulfonyl-pyridine

HRID 720728
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HRID 720728 반응식
C(O[C:4](=[N:6][C:7](=O)[C:8]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=1)[CH3:5])C.[CH3:16][S:17]([C:20]1[CH:21]=[CH:22][C:23]([NH:26][NH2:27])=[N:24][CH:25]=1)(=[O:19])=[O:18].O>ClCCl.CO>[Br:14][C:11]1[CH:10]=[CH:9][C:8]([C:7]2[N:26]([C:23]3[CH:22]=[CH:21][C:20]([S:17]([CH3:16])(=[O:19])=[O:18])=[CH:25][N:24]=3)[N:27]=[C:4]([CH3:5])[N:6]=2)=[CH:13][CH:12]=1
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참가 물질

6

반응물 3

HCID 962WaterHCID 99642932-Hydrazino-5-(methanesulfonyl)-pyridineHCID 21894671N-(1-ethoxy-ethylidene)-4-bromo-benzamide

생성물 1

HCID 101941782-[5-(4-Bromo-phenyl)-3-methyl-[1,2,4]triazole-1-yl]-5-methanesulfonyl-pyridine수율 61.1%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 6344
Dichloromethane
용매

실험 절차

N-(1-ethoxy-ethylidene)-4-bromo-benzamide 565 mg (2.09 mmol) was dissolved in a mixed solvent of dichloromethane 20 ml and methanol 10 ml, (5-methansulfonyl-pyridine-2-yl)-hydrazine 431 mg(2.23 mmol) was added to the solution and the solution was 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 re-crystallized in acetone and hexane phase. As a result, 2-[5-(4-bromo-phenyl)-3-methyl-[1,2,4]triazole-1-yl]-5-methanesulfonyl-pyridine (502 mg, yield: 61%) was obtained as a solid 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 re-crystallized in acetone

출처 및 근거

ORD 기록
ord-dcc5f80b083447549940b60c3f099c05
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07135572B2

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