Sodium Carbonate → HCID 43668381, compound

HRID 408654Notes

Reaction equation

HRID 408654 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].P(Cl)(Cl)([Cl:22])=O>>[Cl:22][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 178428848HCID 178428848, compound

Product 1

HCID 43668381HCID 43668381, compound

Procedure

4-Hydroxy-6-iodo-2-methylquinoline (10 g; see step (i) above) in phosphorous oxychloride (70 mL) was heated at 80° C. for 1 hour. The reaction mixture was then cautiously added to ice/water and solid sodium carbonate until the solution reached pH 8.0. The mixture was extracted with ethyl acetate, washed with water, dried (MgSO4), filtered and evaporated. The resulting solid was triturated with diethyl ether to give the sub-title compound (6.4 g) as a white solid.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe resulting solid was triturated with diethyl ether

Sources & evidence

ORD record
ord-a548f6987d2548b8badbaefc84d73f08
Source dataset
uspto-grants-2014_06
Patent number
US08759348B2

Reaction notes

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