Piperazine → o-Methoxycarbonyl-alpha-(1-piperazinyl)acetanilide

HRID 1381184ノート

反応式

HRID 1381184 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH2:8][C:9]([NH:11][C:12]1[CH:21]=[CH:20][CH:19]=[CH:18][C:13]=1[C:14]([O:16][CH3:17])=[O:15])=[O:10]>C(O)C>[CH3:17][O:16][C:14]([C:13]1[CH:18]=[CH:19][CH:20]=[CH:21][C:12]=1[NH:11][C:9](=[O:10])[CH2:8][N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)=[O:15]

参加物

4

反応物 2

HCID 4837PiperazineHCID 295954Methyl 2-[(chloroacetyl)amino]benzoate

生成物 1

HCID 13117362o-Methoxycarbonyl-alpha-(1-piperazinyl)acetanilide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4.3 Grams of piperazine was added to 50 ml of ethanol, to this solution was added 2.3 g of methyl o-(α-chloroacetylamino)benzoate at a temperature of 40°-50° C. with stirring. The reaction mixture was stirred at the same temperature for 3 hours, then the reaction mixture was concentrated, to the obtained residue was added 20 ml of water, then saturated with sodium chloride, and extracted with chloroform. The chloroform layer was washed with a 10%-sodium hydroxide solution, then washed with a small amount of water and dried. After removal of the solvent by distillation, the residue obtained was purified by a silica gel column chromatography, and recrystallized from ether to obtain 2 g of o-methoxycarbonyl-α-(1-piperazinyl)-acetanilide in the form of colorless needle-like crystals. Melting point: 94°-96° C.

後処理

  1. stirringThe reaction mixture was stirred at the same temperature for 3 hours
  2. concentrationthe reaction mixture was concentrated, to the obtained residue
  3. additionwas added 20 ml of water
  4. extractionsaturated with sodium chloride, and extracted with chloroform
  5. washThe chloroform layer was washed with a 10%-sodium hydroxide solution
  6. washwashed with a small amount of water
  7. customdried
  8. customAfter removal of the solvent
  9. distillationby distillation
  10. customthe residue obtained
  11. customwas purified by a silica gel column chromatography
  12. customrecrystallized from ether

出典と根拠

ORDレコード
ord-8194e563d1154bfb972dafdb7e017474
出典データセット
uspto-grants-1986_04
特許番号
US04585774

反応ノート

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