3,5-Dichlorobenzamide → Methyl Acetylamino(3,5-dichlorobenzoylamino)acetate

HRID 543796

反応式

HRID 543796 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([NH2:7])=[O:6].[C:12]([O:16][CH3:17])(=[O:15])[CH:13]=O>C(OCC)(=O)C>[C:5]([NH:7][CH:13]([NH:7][C:5](=[O:6])[C:4]1[CH:3]=[C:2]([Cl:1])[CH:10]=[C:9]([Cl:11])[CH:8]=1)[C:12]([O:16][CH3:17])=[O:15])(=[O:6])[CH3:4]

参加物

4

反応物 2

HCID 222893,5-DichlorobenzamideHCID 70205Acetic acid, 2-oxo-, methyl ester

生成物 1

HCID 54062283Methyl Acetylamino(3,5-dichlorobenzoylamino)acetate収率 15.4%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 3,5-dichlorobenzamide (19.0 g) and methyl glyoxylate (8.8 g) in ethyl acetate (300 ml) was heated under reflux for 8 hours. The solvent was removed and the residual adduct was crystallised from chloroform-light petroleum. A portion (4.0 g) of the adduct was dissolved in a mixture of glacial acetic acid (30 ml) and acetonitrile (10 ml) with stirring, and then concentrated sulphuric acid (4 ml) was added. The mixture was kept at room temperature overnight when water (100 ml) was added. The precipitated solid was washed with water, dried, and crystallised from ethanol to give the product (2.45 g) as a colourless crystalline solid, m.p. 235°-237°.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 8 hours
  3. customThe solvent was removed
  4. customthe residual adduct was crystallised from chloroform-light petroleum
  5. dissolutionA portion (4.0 g) of the adduct was dissolved in a mixture of glacial acetic acid (30 ml) and acetonitrile (10 ml)
  6. additionconcentrated sulphuric acid (4 ml) was added
  7. additionwhen water (100 ml) was added
  8. washThe precipitated solid was washed with water
  9. customdried
  10. customcrystallised from ethanol

出典と根拠

ORDレコード
ord-d290851500fd4f1e886096ee710ac997
出典データセット
uspto-grants-1984_05
特許番号
US04447446

関連ノート

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