Hydrochloric Acid → 2-Nitrobenzene-1,4-diamine hydrochloride

HRID 412699

Reaction equation

HRID 412699 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[NH2:11])([O-:3])=[O:2].O1CCOCC1.C(OCC)C.[ClH:23]>C(O)C>[ClH:23].[N+:1]([C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[NH2:11])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 312751,4-DioxaneHCID 43383702-Nitro-4-phenylenediamine

Product 1

HCID 63657052-Nitrobenzene-1,4-diamine hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution comprising 2-nitro-1,4-phenylenediamine (21.0 g, 137 mmol) in ethanol (350 mL) and 4.0M hydrogen chloride in dioxane (30.8 mL, 123 mmol) was stirred at room temperature for 15 minutes and then diethyl ether (1 L) was added to give a precipitate. The precipitate was collected by filtration, washed with additional diethyl ether and dried in vacuo to provide 2-nitro-1,4-phenylenediamine hydrochloride (23.3 g, 100% yield).

Workup

  1. customto give a precipitate
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with additional diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-1c90099f0e974701bfe7210ffb4a525c
Source dataset
uspto-grants-2003_05
Patent number
US06562854B2

Linked notes

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