2-Butanone, 3-bromo- → HCID 21717323, compound

HRID 1386087Notes

Reaction equation

HRID 1386087 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([Cl:9])=[CH:4][N:3]=1.Br[CH:11]([CH3:15])[C:12](=O)[CH3:13]>C(O)C>[NH2:8][C:7]1[C:2]2[N:3]([C:11]([CH3:15])=[C:12]([CH3:13])[N:1]=2)[CH:4]=[C:5]([Cl:9])[CH:6]=1

Participants

4

Reactant 2

HCID 131422-Butanone, 3-bromo-HCID 12682545-Chloropyridine-2,3-diamine

Product 1

HCID 21717323HCID 21717323, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2,3-diamino-5-chloropyridine (5.26 g, 36.64 mmol) and 3-bromo-2-butanone (6.2 g, 41.06 mmol) in ethanol (60 ml) was refluxed overnight. After cooling to room temperature, the crystalline product was filtered and washed with ethanol and ether. The crystals were dissolved in methylene chloride and neutralized by aqueous NaHCO3. The organic layer was separated, dried over Na2SO4 and evaporated in vacuo. Yield 3.0 g.

Workup

  1. temperaturewas refluxed overnight
  2. filtrationthe crystalline product was filtered
  3. washwashed with ethanol and ether
  4. dissolutionThe crystals were dissolved in methylene chloride
  5. customThe organic layer was separated
  6. dry with materialdried over Na2SO4
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-c3686152a9654e7d83e5e6c0235b65b2
Source dataset
uspto-grants-2001_07
Patent number
US06265415B1

Reaction notes

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