Nitric Acid → 2,6-Dimethoxy-5-nitropyrimidin-4-amine

HRID 4131

Reaction equation

HRID 4131 reaction equation
S(=O)(=O)(O)O.[CH3:6][O:7][C:8]1[N:13]=[C:12]([NH2:14])[CH:11]=[C:10]([O:15][CH3:16])[N:9]=1.[N+:17]([O-])([OH:19])=[O:18]>>[CH3:6][O:7][C:8]1[N:13]=[C:12]([NH2:14])[C:11]([N+:17]([O-:19])=[O:18])=[C:10]([O:15][CH3:16])[N:9]=1

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 767892,6-Dimethoxy-4-aminopyrimidine

Product 1

HCID 2399532,6-Dimethoxy-5-nitropyrimidin-4-amine

Procedure

To a solution of 20 ml of concentrated nitric acid and 16 ml of concentrated sulfuric acid was added 3.9 g (0.025 mmol) of 2,6-dimethoxy-4-pyrimidinamine. The resulting solution was stirred at ambient temperature and pressure for thirty minutes and was then stirred at 50° for fifteen minutes. The solution was then cooled in an ice bath to ~0° C. The solid was collected by filtration, washed with water and dried in an oven at 60° C. to afford 3.6 g of the title compound, m.p. 178°-179° C.

Workup

  1. waitpressure for thirty minutes
  2. stirringwas then stirred at 50° for fifteen minutes
  3. temperatureThe solution was then cooled in an ice bath to ~0° C
  4. filtrationThe solid was collected by filtration
  5. washwashed with water
  6. customdried in an oven at 60° C.

Sources & evidence

ORD record
ord-78ad90bd69134387b5703ba1c2246b9a
Source dataset
uspto-grants-1988_02
Patent number
US04723991

Linked notes

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