Nitric Acid → HCID 178505558, compound

HRID 2050039Notes

Reaction equation

HRID 2050039 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10](S)[NH:11][C:12]=2[C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:4][CH:3]=1.[N+]([O-])(O)=O.C(=O)([O-])[O-].[Na+].[Na+]>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[CH:10][NH:11][C:12]=2[C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 10340Sodium CarbonateHCID 178505563HCID 178505563, compound

Product 1

HCID 178505558HCID 178505558, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(4-Fluorophenyl)-5-(3-pyridyl)-1H-2-imidazolethiol (8.2 g) was added portionwise to a mixture of 30 ml. of 35% nitric acid at room temperature. After stirring overnight, the reaction mixture was diluted with water and made basic with sodium carbonate. The product was extracted into ethyl acetate, which, after drying over potassium carbonate was evaporated to yield 5.3 g of 4-(4-fluorophenyl)-5-(3-pyridyl)imidazole.

Workup

  1. customat room temperature
  2. extractionThe product was extracted into ethyl acetate, which
  3. dry with materialafter drying over potassium carbonate
  4. customwas evaporated

Sources & evidence

ORD record
ord-dfbaad39a1cb4a049642bc90303b0377
Source dataset
uspto-grants-1980_04
Patent number
US04199592

Reaction notes

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