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

HRID 2420296Notes

Reaction equation

HRID 2420296 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-f8040fced73443e79291848f9fc9dde1
Source dataset
uspto-grants-1978_08
Patent number
US04110333

Reaction notes

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