Nitric Acid → 1,4-Dinitro-1H-imidazole

HRID 1042945Notes

Reaction equation

HRID 1042945 reaction equation
[N+:1]([O-:4])([OH:3])=O.[N+:5]([C:8]1[N:9]=[CH:10][NH:11][CH:12]=1)([O-:7])=[O:6].C(OC(=O)C)(=O)C>C(O)(=O)C>[N+:1]([N:11]1[CH:12]=[C:8]([N+:5]([O-:7])=[O:6])[N:9]=[CH:10]1)([O-:4])=[O:3]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 178526856HCID 178526856, compound

Product 1

HCID 51694961,4-Dinitro-1H-imidazoleYield 69.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In PATENT DOCUMENT 4, 98 mass % nitric acid is added dropwise to 4-nitroimidazole dissolved in glacial acetic acid and acetic anhydride is further added dropwise thereto to perform nitration reaction, and then the reaction solution is added into crushed ice and 1,4-dinitroimidazole is produced at a yield of 69.1% by performing filtration and drying.

Workup

  1. customnitration reaction
  2. additionthe reaction solution is added
  3. custominto crushed ice

Sources & evidence

ORD record
ord-72d91b3ea0134bfb8f86034703053530
Source dataset
uspto-grants-2013_10
Patent number
US08558005B2

Reaction notes

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