Potassium Iodide → 3-((4,5-Dichloro-2-nitrophenyl)amino)-1-propanol

HRID 46849

반응식

HRID 46849 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5](Cl)=[CH:4][C:3]=1[Cl:12].[NH2:13][CH2:14][CH2:15][CH2:16][OH:17].[I-].[K+]>C(O)CCC>[Cl:1][C:2]1[C:3]([Cl:12])=[CH:4][C:5]([NH:13][CH2:14][CH2:15][CH2:16][OH:17])=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1

참가 물질

5

반응물 3

HCID 4875Potassium IodideHCID 69832,4,5-TrichloronitrobenzeneHCID 90863-Amino-1-propanol

생성물 1

HCID 1129553-((4,5-Dichloro-2-nitrophenyl)amino)-1-propanol

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

A mixture of 113.2 parts of 1,2,4-trichloro-5-nitrobenzene, 75 parts of 3-amino-1-propanol, 0.2 parts of potassium iodide and 200 parts of butanol is stirred and refluxed overnight. The butanol is removed by evaporation in vacuo and water is added to the residue. The product is extracted with 4-methyl-2-pentanone. The extract is washed a few times with water, dried, filtered and evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 5% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is triturated in 2,2'-oxybispropane. The product is filtered off and crystallized from a mixture of 2,2'-oxybispropane and 2-propanol, yielding 31.7 parts of 3-[(4,5-dichloro-2-nitrophenyl)amino]-1-propanol; mp. 97° C.

후처리

  1. temperaturerefluxed overnight
  2. customThe butanol is removed by evaporation in vacuo and water
  3. additionis added to the residue
  4. extractionThe product is extracted with 4-methyl-2-pentanone
  5. washThe extract is washed a few times with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. customThe oily residue is purified by column-chromatography over silica gel using
  10. additiona mixture of trichloromethane and 5% of methanol as eluent
  11. customThe pure fractions are collected
  12. customthe eluent is evaporated
  13. customThe residue is triturated in 2,2'-oxybispropane
  14. filtrationThe product is filtered off
  15. customcrystallized from a mixture of 2,2'-oxybispropane and 2-propanol

출처 및 근거

ORD 기록
ord-664c3c4a94474bb0a58d1ecfeccee38e
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04175129

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