Ethylenediamine → 4-Cyano-2'-nitrodiphenyl

HRID 258059노트

반응식

HRID 258059 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][C:13](Br)=[CH:12][CH:11]=1)([O-:3])=[O:2].[Cu](C#N)[C:18]#[N:19].CN(C=O)C.C(N)CN>O.CC(C)=O>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][C:13]([C:18]#[N:19])=[CH:12][CH:11]=1)([O-:3])=[O:2]

참가 물질

7

반응물 4

HCID 3301EthylenediamineHCID 6228DimethylformamideHCID 218576474'-Bromo-2-nitrobiphenylHCID 178418260HCID 178418260, 화합물

생성물 1

HCID 118511144-Cyano-2'-nitrodiphenyl

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

20 g (7.19 10-2 moles) of 4 nitro 4'bromobiphenyl, 11.6 of copper cyanide and 120 ml of DMF are placed in a 250 ml receptacle with a magnetic agitator. The mixture is refluxed for 5 h 30. It is then allowed to cool, acetone is added and the reaction medium is poured into 2 liters of water containing 2 g of ethylene diamine. A precipitate is formed. The solid is filtered out then washed in water and hexane. This raw product is redissolved in chloroform. The organic phase is dried on MgSO4, filtered and evaporated till dry. The solid obtained is recrystallized in an ethanol-chloroform mixture. This provides 13.16 g of product, yield ρ=81.7%, melting point=195° C.

후처리

  1. temperatureThe mixture is refluxed for 5 h 30
  2. temperatureto cool
  3. customA precipitate is formed
  4. filtrationThe solid is filtered
  5. washout then washed in water
  6. dissolutionThis raw product is redissolved in chloroform
  7. customThe organic phase is dried on MgSO4
  8. filtrationfiltered
  9. customevaporated
  10. customtill dry
  11. customThe solid obtained
  12. customis recrystallized in an ethanol-chloroform mixture

출처 및 근거

ORD 기록
ord-1ad01d141bc0437d83f2cc676e142a63
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05264512

반응 노트

불러오는 중…