Carbon Dioxide → N1-(3-chlorophenyl)ethane-1,2-diamine

HRID 1702498

반응식

HRID 1702498 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].Cl.ClC1[CH:13]=[C:14](C=CC=1)[NH2:15].O1CCNC1=O.C(=O)=O>CCOCC.O>[Cl:2][C:3]1[CH:4]=[C:5]([NH:6][CH2:13][CH2:14][NH2:15])[CH:7]=[CH:8][CH:9]=1

참가 물질

8

반응물 5

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 79323-ChloroanilineHCID 67336Benzenamine, 3-chloro-, hydrochloride (1:1)HCID 739492-Oxazolidinone

생성물 1

HCID 11008376N1-(3-chlorophenyl)ethane-1,2-diamine수율 80%

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

반응 조건

온도
160 °C

실험 절차

Gaseous hydrogen chloride was reacted with m-chloroaniline in ether at 0° C. to prepare the m-chloroaniline hydrochloride. This reactant (65.6 g, 0.4 mole) was then intimately mixed with 2-oxazolidinone by grinding with a mortar and pestle. The ground mixture was then added to a 250 ml flask equipped with a mechanical stirrer and gas vent. The flask was heated in an oil bath to 160° C. with stirring. The solid mixture melted and CO2 evolution commenced in about 15 minutes. Heating was continued for about six hours whereupon the flask was cooled and the contents dissolved in water and filtered. The filtrate was then basified with aqueous caustic causing a yellow oil to separate. Extraction with methylene chloride, drying and distillation under vacuum gave 55 g (80 percent yield) of N-(3-chlorophenyl)-1,2-ethanediamine.

후처리

  1. customby grinding with a mortar and pestle
  2. additionThe ground mixture was then added to a 250 ml flask
  3. customequipped with a mechanical stirrer
  4. temperatureHeating
  5. temperaturewas cooled
  6. filtrationfiltered
  7. customto separate
  8. extractionExtraction with methylene chloride
  9. customdrying
  10. distillationdistillation under vacuum

출처 및 근거

ORD 기록
ord-4bf60c0eb8284bb6b3abd21ffe2f09cc
출처 데이터셋
uspto-grants-1983_04
특허 번호
US04381401

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