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

HRID 1391392노트

반응식

HRID 1391392 반응식
[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]

참가 물질

5

반응물 3

HCID 6580ChloroacetamideHCID 74754-NitroanilineHCID 10112Calcium Carbonate

생성물 1

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

시약·촉매·용매 1

HCID 19096565Water ethanol용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-16c0fd29e0ed49c7ae84da016654edbe
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07338536B2

반응 노트

불러오는 중…