Hydrochloric Acid → 2-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamide

HRID 447798ノート

反応式

HRID 447798 の反応式
[C:1]([OH:9])(=O)/[C:2](=[C:4](\[CH:6]=[O:7])/[Cl:5])/[Cl:3].[C:10]([CH2:12][C:13]([NH2:15])=[O:14])#[N:11].[OH-].[Na+].Cl>CO>[C:10]([CH:12]([CH:1]1[C:2]([Cl:3])=[C:4]([Cl:5])[C:6](=[O:7])[O:9]1)[C:13]([NH2:15])=[O:14])#[N:11]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7898CyanoacetamideHCID 14798Sodium HydroxideHCID 2771871Mucochloric Acid

生成物 1

HCID 5417922-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamide収率 17.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Mucochloric acid (15.1 g) and 2-cyanoacetamide (7.53 g) were dissolved in methanol (53.6 ml), and 2.5N aqueous sodium hydroxide solution (53.6 ml) was added dropwise with stirring under ice-cooling. The mixture was allowed to warm to room temperature, and further stirred at room temperature for 3 hr. The reaction mixture was poured into 1N hydrochloric acid containing ice water, methanol was evaporated under reduced pressure, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was crystallized from ethanol-diisopropyl ether to give the title compound (3.74 g) as pale-brown crystals.

後処理

  1. temperaturecooling
  2. stirringfurther stirred at room temperature for 3 hr
  3. customwas evaporated under reduced pressure
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customThe residue was crystallized from ethanol-diisopropyl ether

出典と根拠

ORDレコード
ord-cf68c47ef71349c1880e6365e5ca62c0
出典データセット
uspto-grants-2013_07
特許番号
US08481569B2

反応ノート

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