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

HRID 34074

反応式

HRID 34074 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 7583Diphenyl Ether溶媒

反応条件

温度
200 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9364f7cbd9224c62904bb2461f3a280e
出典データセット
uspto-grants-2008_09
特許番号
US07429609B2

関連ノート

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