Sulfuric Acid → HCID 178433476, compound

HRID 2290617Notes

Reaction equation

HRID 2290617 reaction equation
S(=O)(=O)(O)[OH:2].[CH3:6][C:7]1[N:12]=[C:11](Cl)[C:10]([F:14])=[C:9]([Cl:15])[N:8]=1.[Cl-].[Na+]>O>[CH3:6][C:7]1[N:12]=[C:11]([OH:2])[C:10]([F:14])=[C:9]([Cl:15])[N:8]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 5234Sodium ChlorideHCID 137310334,6-Dichloro-5-fluoro-2-methylpyrimidine

Product 1

HCID 178433476HCID 178433476, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of water (3 mL) and concentrated sulfuric acid (7 mL) was added 1.81 g (10 mmol) of 2-methyl-4,6-dichloro-5-fluoropyrimidine. The reaction mixture was stirred for 3 hours and then poured onto ice. The mixture was saturated with sodium chloride and extracted with ethyl acetate. The organic extracts were combined, dried (MgSO4), filtered, and concentrated in vacuo to give crude product (1.4 g, 86%), m.p. 214°-216° C. This product was used in subsequent reactions without further purification.

Workup

  1. additionpoured onto ice
  2. extractionextracted with ethyl acetate
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e674853e7e3c4ca8812fe602d86d5049
Source dataset
uspto-grants-1986_10
Patent number
US04617393

Reaction notes

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