Acetone → 2,4-diaminophenyl gamma-N,N-dimethylaminopropyl ether trihydrochloride

HRID 1065593Notes

Reaction equation

HRID 1065593 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][C:9]=1[NH:15]C(=O)C)[CH3:3].CC(C)=O.[ClH:23]>>[ClH:23].[ClH:23].[ClH:23].[CH3:1][N:2]([CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][C:9]=1[NH2:15])[CH3:3]

Participants

4

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 205387972-acetylamino-4-aminophenyl gammaN,N-dimethylaminopropyl ether

Product 1

HCID 203270292,4-diaminophenyl gamma-N,N-dimethylaminopropyl ether trihydrochloride

Procedure

57 g of 2-acetylamino-4-aminophenyl γN,N-dimethylaminopropyl ether in 112 ml of hydrochloric acid (d=1.19) are heated for 75 minutes in a boiling water bath. The reaction medium is cooled and 75 ml of acetone are then added. The expected product precipitates in the form of the trihydrochloride, which melts at 236° C. with decomposition.

Workup

  1. temperatureThe reaction medium is cooled
  2. customThe expected product precipitates in the form of the trihydrochloride, which melts at 236° C. with decomposition

Sources & evidence

ORD record
ord-000f8b0c58be4a4c95e623698d772808
Source dataset
uspto-grants-1982_05
Patent number
US04330292

Reaction notes

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