乙酸钾 → 1-Acetyl-1H-thieno[2,3-c]pyrazole-5-carbonitrile

HRID 34074

反应方程式

HRID 34074 反应方程式
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]

参与物

5

反应物 2

HCID 517044乙酸钾HCID 68929248Acetic acid (2-chloro-5-cyanothiophen-3-ylmethylene)hydrazide

产物 1

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

试剂、催化剂与溶剂 2

HCID 23978铜催化剂HCID 7583二苯醚溶剂

反应条件

温度
200 °C

实验过程

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.

后处理

  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)

来源与证据

ORD记录
ord-9364f7cbd9224c62904bb2461f3a280e
来源数据集
uspto-grants-2008_09
专利号
US07429609B2

关联笔记

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