3-Amino-1-propanol → 3-[(2-Chloro-6-nitrophenyl)amino]-1-propanol

HRID 971733Notes

Reaction equation

HRID 971733 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1Cl.[NH2:12][CH2:13][CH2:14][CH2:15][OH:16]>C(O)CCC>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[NH:12][CH2:13][CH2:14][CH2:15][OH:16]

Participants

4

Reactant 2

HCID 90863-Amino-1-propanolHCID 185552,3-Dichloronitrobenzene

Product 1

HCID 203855663-[(2-Chloro-6-nitrophenyl)amino]-1-propanol

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 100 parts of 1,2-dichloro-3-nitrobenzene, 95 parts of 3-amino-1-propanol and 200 parts of butanol is stirred and refluxed overnight. The reaction mixture is cooled and evaporated. The residue is taken up in water and the product is extracted with methylbenzene. The extract is washed with water, dried, filtered and evaporated, yielding 115 parts of 3-[(2-chloro-6-nitrophenyl)amino]-1-propanol as a residue.

Workup

  1. temperaturerefluxed overnight
  2. temperatureThe reaction mixture is cooled
  3. customevaporated
  4. extractionthe product is extracted with methylbenzene
  5. washThe extract is washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-fcc6fd28aade4682aef0854d8650efdd
Source dataset
uspto-grants-1979_07
Patent number
US04160836

Reaction notes

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