Hydrochloric Acid → 4,6-Dinitroresorcinol

HRID 2211335Notes

Reaction equation

HRID 2211335 reaction equation
C[O:2][C:3]1[C:8]([N+:9]([O-:11])=[O:10])=[CH:7][C:6]([N+:12]([O-:14])=[O:13])=[C:5]([O:15]C)[CH:4]=1.Cl>CN1CCCC1=O>[N+:9]([C:8]1[CH:7]=[C:6]([N+:12]([O-:14])=[O:13])[C:5]([OH:15])=[CH:4][C:3]=1[OH:2])([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 6150531,5-Dimethoxy-2,4-dinitrobenzene

Product 1

HCID 611584,6-DinitroresorcinolYield 95%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

A 100 mL, 3-necked, round-bottom flask is charged with 30 mL of N-methylpyrrolidinone, 2.6 g (0.02 mole) of 1,3-dimethoxy-4,6-dinitrobenzene. The resulting solution is heated to 130° C. for two to three hours. The reaction mixture is then cooled and poured into an excess of dilute hydrochloric acid. The resulting solid is isolated by filtration to yield 1.9 g (95% yield) of 4,6-dinitroresorcinol.

Workup

  1. temperatureThe reaction mixture is then cooled
  2. customThe resulting solid is isolated by filtration

Sources & evidence

ORD record
ord-ee69f858690d47bab1c6767ca626beb8
Source dataset
uspto-grants-1995_10
Patent number
US05463129

Reaction notes

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