Hydrochloric Acid → N,N-Diethyl-P-phenylenediamine dihydrochloride
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
Product 1
Reagents, catalysts & solvents 1
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
- concentrationthe mixture was concentrated
Sources & evidence
- ORD record
- ord-cdcfae7f36ac4516963007566eca95a0
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07737138B2
Reaction notes
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