Hydrochloric Acid → N,N-Diethyl-P-phenylenediamine dihydrochloride

HRID 16129

Reaction equation

HRID 16129 reaction equation
[CH2:1]([N:3]([CH2:11][CH3:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)[CH3:2].[ClH:13]>C(OCC)C>[ClH:13].[ClH:13].[CH2:11]([N:3]([CH2:1][CH3:2])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)[CH3:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 7120N,N-Diethyl-p-phenylenediamine

Product 1

HCID 19799983N,N-Diethyl-P-phenylenediamine dihydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

N,N-diethyl-p-phenylenediamine (5 g, 30.4 mmol) was dissolved in diethyl ether (25 cm3) and hydrochloric acid (6 cm3, 10 M) was added and the mixture was concentrated to give the title compound (7.22 g, 100%) as a red/brown solid. dH (250 MHz; D2O): 7.68 (4H, m, ArH), 3.69 (4H, q, 7.32, NCH2), 1.11 (6H, t, 7.32, CH3); dC (62.9 MHz; D2O): 12.1 (CH3), 56.4 (NCH2), 126.8 (ArC), 127.6 (ArC), 135.5 (ArC), 139.1 (ArC).

Workup

  1. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-cdcfae7f36ac4516963007566eca95a0
Source dataset
uspto-grants-2010_06
Patent number
US07737138B2

Linked notes

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