Sulfuric Acid → HCID 178433502, compound

HRID 1628593Notes

Reaction equation

HRID 1628593 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 at 0° C. The precipitated solid was collected by filtration and washed with diethyl ether. A suspension of the solid in ethanol (500 mL) was neutralized with sodium hydrogen carbonate at room temperature. The solid was removed by filtration and the filter cake was washed with ethanol. 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 (500 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
  7. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-8908ebb5ba774e53b926471b92a1dc51
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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