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Dimethylformamide → HCID 136368367, 화합물

HRID 502989
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HRID 502989 반응식
C([S-])C.[Na+].CN(C=O)C.[Cl:10][C:11]1[CH:16]=[C:15]([O:17]C)[CH:14]=[CH:13][C:12]=1[C:19]1[N:23]([CH3:24])[C:22]([C:25]2([C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH2:29][CH2:28][CH2:27][CH2:26]2)=[N:21][N:20]=1>C(Cl)(Cl)Cl>[Cl:10][C:11]1[CH:16]=[C:15]([OH:17])[CH:14]=[CH:13][C:12]=1[C:19]1[N:23]([CH3:24])[C:22]([C:25]2([C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH2:29][CH2:28][CH2:27][CH2:26]2)=[N:21][N:20]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 4459711Sodium ethanethiolateHCID 68468817HCID 68468817, 화합물

생성물 1

HCID 136368367HCID 136368367, 화합물수율 10.4%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
100 °C

실험 절차

Sodium ethanethiolate was added to a DMF (10 ml) solution of 3-(2-chloro-4-methoxyphenyl)-4-methyl-5-[1-(2-thienyl)cyclopentyl]-4H-1,2,4-triazole (300 mg), followed by stirring at 100° C. for 2 hours. After the reaction solution and chloroform were added to distilled water, the organic layer was separated. Furthermore, the organic layer washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered and then the solvent was removed by evaporation under reduced pressure. The resulting crude product was purified by flash column chromatography (chloroform:methanol=97:3) and then the resulting solid was recrystallized from isopropanol to obtain 30 mg of 3-chloro-4-{4-methyl-5-[1-(2-thienyl)cyclopentyl]-4H-1,2,4-triazol-3-yl}phenol (colorless solid).

후처리

  1. distillationto distilled water
  2. customthe organic layer was separated
  3. washFurthermore, the organic layer washed with a saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent was removed by evaporation under reduced pressure
  7. customThe resulting crude product was purified by flash column chromatography (chloroform:methanol=97:3)
  8. customthe resulting solid was recrystallized from isopropanol

출처 및 근거

ORD 기록
ord-d75a0c3cbdf54a5aa985e4b79512b1ed
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07776897B2

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