Potassium Nitrate → HCID 19705062, compound

HRID 232624Notes

Reaction equation

HRID 232624 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[NH2:6][C:7]1[N:12]=[C:11]([NH2:13])[C:10]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])=[C:9]([CH3:22])[N:8]=1.C(=O)(O)[O-].[Na+]>S(=O)(=O)(O)O>[NH2:6][C:7]1[N:12]=[C:11]([NH2:13])[C:10]([C:14]2[CH:19]=[C:18]([N+:1]([O-:4])=[O:2])[C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])=[C:9]([CH3:22])[N:8]=1

Participants

5

Reactant 3

HCID 24434Potassium NitrateHCID 516892Sodium BicarbonateHCID 19705066HCID 19705066, compound

Product 1

HCID 19705062HCID 19705062, compoundYield 23.9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Finely ground potassium nitrate (6.5 g 64 mmol) was added to a solution of 2,4-diamino-5-(2,4-dichlorophenyl)-6-methyl pyrimidine (17.23 g, 64 mmol) in concentrated sulphuric acid (150 ml). This mixture was stirred at room temperature for 90 minutes. The reaction mixture was then added to sodium bicarbonate and ice. The product was extracted with ethyl acetate. After the ethyl acetate was removed, a yellow solid was obtained (30.86 g). A portion of this crude product (7.0 g) was passed through a silica flash chromatography column and eluted with ethyl acetate to give the pure product (4.81 g).

Workup

  1. extractionThe product was extracted with ethyl acetate
  2. customAfter the ethyl acetate was removed
  3. customa yellow solid was obtained (30.86 g)
  4. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-7d732b93dca046e29941aa067ef523bc
Source dataset
uspto-grants-1997_01
Patent number
US05591746

Reaction notes

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