Hydrochloric Acid → HCID 67922840, compound

HRID 1494283Notes

Reaction equation

HRID 1494283 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH2:12]([NH2:15])[CH2:13][NH2:14].Cl>O>[ClH:1].[NH2:14][CH2:13][CH2:12][NH:15][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3301EthylenediamineHCID 102833-Chloro-4-nitrophenol

Product 1

HCID 67922840HCID 67922840, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
-10 °C

Procedure

0.432 mol (75 g) of 3-chloro-4-nitrophenol is introduced into 282 ml of ethylenediamine and the reaction medium is then heated in a boiling water-bath for 13 hours. The cooled solution is then poured into 2.6 liters of iced water to which 1.09 liters of hydrochloric acid (d=1.18) has been added. After cooling at -10° C. for a few hours, the 3-β-aminoethylamino-4-nitrophenol hydrochloride crystallises. It is filtered off and washed with an ice-cold 2N solution of hydrochloric acid and then with ethanol. After recrystallisation from water, the dried product melts with decomposition at a temperature above 260° C.

Workup

  1. temperaturethe reaction medium is then heated in a boiling water-bath for 13 hours
  2. additionhas been added
  3. customthe 3-β-aminoethylamino-4-nitrophenol hydrochloride crystallises
  4. filtrationIt is filtered off
  5. washwashed with an ice-cold 2N solution of hydrochloric acid
  6. customAfter recrystallisation from water
  7. custommelts with decomposition at a temperature above 260° C.

Sources & evidence

ORD record
ord-f226cdb003714586b1b4a27335a7b2ca
Source dataset
uspto-grants-1991_06
Patent number
US05026401

Reaction notes

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