Hydrochloric Acid → 2,4-Diaminophenyl beta-hydroxypropyl ether dihydrochloride

HRID 1494289Notes

Reaction equation

HRID 1494289 reaction equation
[ClH:1].[OH:2][CH:3]([CH3:17])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][C:7]=1[NH:13]C(=O)C.Cl>C(O)C>[ClH:1].[ClH:1].[OH:2][CH:3]([CH3:17])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][C:7]=1[NH2:13]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 198274382-Acetylamino-4-aminophenyl beta-hydroxypropyl ether monohydrochloride

Product 1

HCID 198274702,4-Diaminophenyl beta-hydroxypropyl ether dihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.109 mol (28.4 g) of 2-acetylamino-4-aminophenyl β-hydroxypropyl ether monohydrochloride is dissolved, under reflux, in a mixture of 80 ml of ethanol saturated with hydrogen chloride and 25 ml of 36% strength hydrochloric acid. The reaction mixture is heated under reflux for 11/2 hours. On cooling, the expected product precipitates in the form of the dihydrochloride. The product is filtered off, washed with a small amount of absolute alcohol and dried in vacuo at 50° C. It melts with decomposition at between 215° and 220° C.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 11/2 hours
  3. temperatureOn cooling
  4. customthe expected product precipitates in the form of the dihydrochloride
  5. filtrationThe product is filtered off
  6. washwashed with a small amount of absolute alcohol
  7. customdried in vacuo at 50° C
  8. custommelts with decomposition at between 215° and 220° C.

Sources & evidence

ORD record
ord-1406f15bbb864d2e8708bdf1b449b1d1
Source dataset
uspto-grants-1991_06
Patent number
US05026401

Reaction notes

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