Potassium Acetate → 1-Acetyl-1H-thieno[2,3-c]pyrazole-5-carbonitrile

HRID 34074

반응식

HRID 34074 반응식
Cl[C:2]1[S:3][C:4]([C:13]#[N:14])=[CH:5][C:6]=1[CH:7]=[N:8][NH:9][C:10](=[O:12])[CH3:11].C([O-])(=O)C.[K+]>C1(OC2C=CC=CC=2)C=CC=CC=1.[Cu]>[C:10]([N:9]1[C:2]2[S:3][C:4]([C:13]#[N:14])=[CH:5][C:6]=2[CH:7]=[N:8]1)(=[O:12])[CH3:11]

참가 물질

5

반응물 2

HCID 517044Potassium AcetateHCID 68929248Acetic acid (2-chloro-5-cyanothiophen-3-ylmethylene)hydrazide

생성물 1

HCID 689272371-Acetyl-1H-thieno[2,3-c]pyrazole-5-carbonitrile수율 10.1%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 7583Diphenyl Ether용매

반응 조건

온도
200 °C

실험 절차

To a solution of 2.53 g of acetic acid (2-chloro-5-cyanothiophen-3-ylmethylene)hydrazide in 22 mL of diphenyl ether were added copper powder and potassium acetate at room temperature, and stirred at 200° C. for 6 hours. Following filtration through Celite, the filtrate was washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:10-1:5), to afford 215 mg of the title compound as colorless crystals.

후처리

  1. filtrationfiltration through Celite
  2. washthe filtrate was washed successively with saturated aqueous ammonium chloride and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customThe crude product was purified
  6. customseparated by silica gel column chromatography (ethyl acetate:n-hexane=1:10-1:5)

출처 및 근거

ORD 기록
ord-9364f7cbd9224c62904bb2461f3a280e
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429609B2

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