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

HRID 1042947Notes

Reaction equation

HRID 1042947 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(O)(=O)C.C(OC(=O)C)(=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 2

HCID 944Nitric AcidHCID 178526856HCID 178526856, compound

Product 1

HCID 51694961,4-Dinitro-1H-imidazoleYield 52.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 7918Acetic AnhydrideSolvent

Procedure

In NON-PATENT DOCUMENT 5, 100 mass % nitric acid is added dropwise to 4-nitroimidazole 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 52.1% by performing filtration, washing and vacuum drying.

Workup

  1. additionis further added dropwise
  2. customnitration reaction
  3. additionthe reaction solution is added
  4. custominto crushed ice

Sources & evidence

ORD record
ord-fd5e3ef9efb54f2bb10380d1dba39d23
Source dataset
uspto-grants-2013_10
Patent number
US08558005B2

Reaction notes

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