Hydrochloric Acid → Propanoic acid, 3-[(2-bromophenyl)amino]-3-oxo-

HRID 9479

반응식

HRID 9479 반응식
[C:1]([O:9]CC)(=[O:8])[CH2:2][C:3]([O:5]CC)=O.[Br:12][C:13]1[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=1[NH2:15].C(=O)([O-])[O-].[Na+].[Na+].Cl>O.CO>[Br:12][C:13]1[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=1[NH:15][C:3](=[O:5])[CH2:2][C:1]([OH:9])=[O:8]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 10340Sodium CarbonateHCID 119922-Bromoaniline

생성물 1

HCID 21984308Propanoic acid, 3-[(2-bromophenyl)amino]-3-oxo-수율 57.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
180 °C

실험 절차

Diethyl malonate (101 mL, 0.989 mol) and 2-bromoaniline (50.g, 0.291 mol) were combined and heated at 180° C. for six hours. A Dean-Stark trap was used to collect the volatiles. The reaction was allowed to cool to ambient temperature overnight; a precipitate formed. The precipitate was isolated by filtration and combined with methanol (160 mL), water (800 mL), and solid sodium carbonate (105 g). The mixture was heated at reflux for two hours, allowed to cool to ambient temperature, and then cooled to 0° C. The mixture was adjusted to pH 2 with the addition of 3 N hydrochloric acid; a white precipitate formed. The precipitate was isolated by filtration, washed with water, and dried overnight on the filter funnel to provide 43 g of N-(2-bromophenyl)malonamic acid as a white solid.

후처리

  1. customto collect the volatiles
  2. temperatureto cool to ambient temperature overnight
  3. customa precipitate formed
  4. customThe precipitate was isolated by filtration
  5. temperatureThe mixture was heated
  6. temperatureat reflux for two hours
  7. temperatureto cool to ambient temperature
  8. temperaturecooled to 0° C
  9. customa white precipitate formed
  10. customThe precipitate was isolated by filtration
  11. washwashed with water
  12. customdried overnight on the filter funnel

출처 및 근거

ORD 기록
ord-0789ae86abcc4ffcb54afb54fb83337e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091214B2

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