Chloroacetamide → N~2~-(4-Nitrophenyl)glycinamide

HRID 1391392ノート

反応式

HRID 1391392 の反応式
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[Ca+2].Cl[CH2:17][C:18]([NH2:20])=[O:19]>O.C(O)C>[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][CH2:17][C:18]([NH2:20])=[O:19])=[CH:6][CH:5]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 6580ChloroacetamideHCID 74754-NitroanilineHCID 10112Calcium Carbonate

生成物 1

HCID 23104345N~2~-(4-Nitrophenyl)glycinamide収率 58%

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

実験手順

A mixture of p-nitroaniline (55.2 g, 0.4 mol), calcium carbonate (80 g) and chloroacetamide (149.6 g, 1.6 mol) in 350 ml of water/ethanol (1/1) was refluxed for 42 hours. The resulting mixture was filtered while hot and allowed to cool, and the crystals were filtered off by suction, reslurried in water and then washed with absolute ethanol. After drying, 87.9 g of crude product were obtained. After two recrystallizations from acetonitrile, 45.3 g of pure product were obtained (melting point=178° C.).

後処理

  1. temperaturewas refluxed for 42 hours
  2. filtrationThe resulting mixture was filtered while hot and
  3. temperatureto cool
  4. filtrationthe crystals were filtered off by suction
  5. washwashed with absolute ethanol
  6. customAfter drying
  7. custom87.9 g of crude product were obtained
  8. customAfter two recrystallizations from acetonitrile

出典と根拠

ORDレコード
ord-16c0fd29e0ed49c7ae84da016654edbe
出典データセット
uspto-grants-2008_03
特許番号
US07338536B2

反応ノート

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