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Hydrochloric Acid → 4-(3-Dimethylamino-propyl)-phenylamine hydrochloride

HRID 2236953
Notes
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Reaction equation

HRID 2236953 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12]C(=O)C)=[CH:8][CH:7]=1.[ClH:17]>CO.Cl>[ClH:17].[CH3:16][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([NH2:12])=[CH:10][CH:11]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 21685341N-[4-[3-(Dimethylamino)propyl]phenyl]acetamide

Product 1

HCID 497966454-(3-Dimethylamino-propyl)-phenylamine hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolvent

Conditions

Temperature
56 °C

Procedure

To a solution of N-[4-(3-dimethylamino-propyl)-phenyl]-acetamide (0.50 mmol maximum) in methanol (8 mL) is added 20% aqueous hydrochloric acid solution. After 3½ hours of shaking at 56° C., an additional 2 drops of concentrated hydrochloric acid is added and shaking is continued for 3 days. The mixture is concentrated to give 4-(3-dimethylamino-propyl)-phenylamine hydrochloride, which is used without further purification in the following step.

Workup

  1. stirringshaking
  2. concentrationThe mixture is concentrated

Sources & evidence

ORD record
ord-fb929c51f4ae451a94d161c0c8cbc66f
Source dataset
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07713994B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes