Hydrochloric Acid → HCID 178517824, compound

HRID 1773337Notes

Reaction equation

HRID 1773337 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[C:4]([Cl:10])[N:3]=1.[OH-:11].[Na+].Cl>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([OH:11])[C:5]([Cl:9])=[C:4]([Cl:10])[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 156902,4,5,6-Tetrachloropyrimidine

Product 1

HCID 178517824HCID 178517824, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2,4,5,6-tetrachloropyrimidine (5 g, 22.9 mmol) in THF (50 mL) was added 1N NaOH (31 mL, 31.2 mmol) dropwise, and the mixture was stirred overnight at RT. The solution was acidified with 1N HCl and extracted with DCM (3×). The organics were combined, dried, and concentrated in vacuo. The solids were slurried in Et2O for 30 min at RT, filtered, washed with Et2O, and dried to give 3.0 g (66%) of the title compound. [M+H] Calc'd for C4HCl3N2O, 201. Found, 201.

Workup

  1. extractionextracted with DCM (3×)
  2. customdried
  3. concentrationconcentrated in vacuo
  4. waitThe solids were slurried in Et2O for 30 min at RT
  5. filtrationfiltered
  6. washwashed with Et2O
  7. customdried

Sources & evidence

ORD record
ord-782c4db235b34d16a328ef658b92d62a
Source dataset
uspto-grants-2016_02
Patent number
US09255097B2

Reaction notes

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