Hydrochloric Acid → HCID 178524232, compound

HRID 1414375Notes

Reaction equation

HRID 1414375 reaction equation
[OH-].[K+].[C:3]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:14][C:15]3[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[C:19]([N+:25]([O-:27])=[O:26])=[CH:18][C:16]=3[N:17]=2)=[CH:9][CH:8]=1)([O:5]C)=[O:4].Cl>O>[C:3]([C:7]1[CH:8]=[CH:9][C:10]([C:13]2[NH:14][C:18]3[C:19]([N+:25]([O-:27])=[O:26])=[C:20]([N+:22]([O-:24])=[O:23])[CH:21]=[CH:15][C:16]=3[N:17]=2)=[CH:11][CH:12]=1)([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 21487223Methyl 4-(5,6-dinitro-1H-benzimidazol-2-yl)benzoate

Product 1

HCID 178524232HCID 178524232, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a solution containing 4.8 g (87.6 mmole) of KOH dissolved in 200 ml of water was added 10 g (29.2 mmole) of 2-[p-carbomethoxyphenyl]-5,6-dinitrobenzimidazole (as prepared in (a) above). The resulting mixture was heated at 90° C under nitrogen for 8 hours, at which time it was allowed to cool to room temperature. The solution was then slowly acidified with 50% HCl, liberating the dinitro-acid as a light-tan precipitate. The product was collected by filtration, washed with several portions of distilled water and air-dried. Recrystallization from THF-heptane afforded golden platelets, m.p.--dec. above 350° C.

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe product was collected by filtration
  3. washwashed with several portions of distilled water
  4. customair-dried
  5. customRecrystallization from THF-heptane afforded golden platelets, m.p.
  6. customabove 350° C.

Sources & evidence

ORD record
ord-b86684db197343a29f31ef79d1ab8f86
Source dataset
uspto-grants-1977_01
Patent number
US04001268

Reaction notes

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