Ethanol → N-(4,5-dichloro-2-nitrophenyl)ethane-1,2-diamine

HRID 4238

Reaction equation

HRID 4238 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[CH2:13]([NH2:16])[CH2:14][NH2:15].C(O)C>O>[Cl:9][C:5]1[C:6]([Cl:8])=[CH:7][C:2]([NH:15][CH2:14][CH2:13][NH2:16])=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 3301EthylenediamineHCID 69832,4,5-Trichloronitrobenzene

Product 1

HCID 54360568N-(4,5-dichloro-2-nitrophenyl)ethane-1,2-diamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.13 mole (30.6 g) of 2,4,5-trichloronitrobenzene is added to a solution of 78 g of ethylenediamine in 100 ml of 96° ethanol and 117 ml of water. After heating under reflux for 1 h 30 min, the reaction mixture is cooled. After dilution with iced water, the expected product precipitates. It melts as 84° C.-87° C.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 1 h 30 min
  3. temperaturethe reaction mixture is cooled
  4. customAfter dilution with iced water, the expected product precipitates
  5. custommelts as 84° C.-87° C.

Sources & evidence

ORD record
ord-b8234a4b6b1c4b76ac1f1dde36971aea
Source dataset
uspto-grants-1988_02
Patent number
US04725283

Linked notes

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