Ethyl chloroformate → 2-Ethoxycarbonyloxyimino-2-cyanoacetic acid amide

HRID 1283750

反応式

HRID 1283750 の反応式
[Na].[OH:2][N:3]=[C:4]([C:8]#[N:9])[C:5]([NH2:7])=[O:6].Cl[C:11]([O:13][CH2:14][CH3:15])=[O:12].C(=O)([O-])O.[Na+]>CC(C)=O.O>[CH2:14]([O:13][C:11]([O:2][N:3]=[C:4]([C:8]#[N:9])[C:5]([NH2:7])=[O:6])=[O:12])[CH3:15]

参加物

7

反応物 4

HCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 5360545Sodium2 回HCID 67624432-Cyano-2-hydroxyiminoacetamide

生成物 1

HCID 545656502-Ethoxycarbonyloxyimino-2-cyanoacetic acid amide収率 87.9%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a mixture of water (100 ml) and acetone (15 ml), sodium salt of 2-hydroxyimino-2-cyanoacetic acid amide (19.6 g) is added, and the obtained solution in which a part of the sodium salt is present in a suspended state is cooled at 0°C. Ethyl chloroformate (15 g) is dropwise added thereto, and the resulting mixture is, after adjusted to pH 7 to 8 with the addition of an aqueous solution of sodium hydrogencarbonate, stirred at room temperature for 1 hour and then filtered to collect the precipitated crystals. To the filtrate, a small amount of acetonitrile is added, and the mixture is extracted with ether. The ether layer is washed with water, dried and concentrated to give crystals, which are put together with the above obtained crystals to obtain 2-ethoxycarbonyloxyimino-2-cyanoacetic acid amide (22.5 g). A part of the product is recrystallized from ethyl acetate to give crystals melting at 194° to 196°C.

後処理

  1. additionis added
  2. filtrationfiltered
  3. customto collect the precipitated crystals
  4. additionTo the filtrate, a small amount of acetonitrile is added
  5. extractionthe mixture is extracted with ether
  6. washThe ether layer is washed with water
  7. customdried
  8. concentrationconcentrated
  9. customto give crystals, which
  10. customabove obtained crystals

出典と根拠

ORDレコード
ord-4f713c75f9c94f4fabe9e975c9ba1d94
出典データセット
uspto-grants-1976_08
特許番号
US03976635

関連ノート

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