Sulfuric Acid → HCID 178433502, compound

HRID 1398951Notes

Reaction equation

HRID 1398951 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([OH:9])[N:3]=1.S(=O)(=O)(O)O.[N+:15]([O-])([O-:17])=[O:16].[K+]>C(OCC)C>[CH3:1][C:2]1[C:7]([N+:15]([O-:17])=[O:16])=[C:6]([CH3:8])[N:5]=[C:4]([OH:9])[N:3]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 95084,6-Dimethylpyrimidin-2-olHCID 24434Potassium Nitrate

Product 1

HCID 178433502HCID 178433502, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4,6-Dimethylpyrimidin-2-ol (10.0 g, 80.6 mmol) was added to sulfuric acid (80 mL) at 0° C. Then potassium nitrate (16.29 g, 161.1 mmol), was added to the reaction mixture at 0° C. The mixture was stirred at room temperature for 24 hr. The reaction mixture was poured slowly into diethyl ether (1000 mL) at 0° C. The precipitated solid was collected by filtration and washed with diethyl ether. A suspension of the solid in ethanol (50.0 mL) was neutralized with sodium hydrogen carbonate at room temperature. The solid was removed by filtration and the filter cake was washed with ethanol (ca. 3000 mL). The filtrate was concentrated in vacuo to give the title compound (13.15 g) as a pale yellow solid.

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with diethyl ether
  3. additionA suspension of the solid in ethanol (50.0 mL)
  4. customwas neutralized with sodium hydrogen carbonate at room temperature
  5. customThe solid was removed by filtration
  6. washthe filter cake was washed with ethanol (ca. 3000 mL)
  7. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-fdc7832d731548a8a1b4fad9e5f23989
Source dataset
uspto-grants-2014_12
Patent number
US08901141B2

Reaction notes

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