Potassium Carbonate → HCID 19377776, compound

HRID 2210893Notes

Reaction equation

HRID 2210893 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([NH:6][C:7]2[C:8]([N+:18]([O-:20])=[O:19])=[C:9]3[CH2:17][O:16][CH2:15][CH2:14][C:10]3=[N+:11]([O-])[CH:12]=2)=[N:2]1.P(Br)(Br)Br.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[O:1]1[CH:5]=[CH:4][C:3]([NH:6][C:7]2[C:8]([N+:18]([O-:20])=[O:19])=[C:9]3[CH2:17][O:16][CH2:15][CH2:14][C:10]3=[N:11][CH:12]=2)=[N:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 24614Phosphorus tribromideHCID 19377779HCID 19377779, compound

Product 1

HCID 19377776HCID 19377776, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 473 mg of Compound 6 obtained in the above step (2) in 30 ml of methylene chloride is added a solution of 935 mg of phosphorus tribromide in 1 ml of methylene chloride under ice cooling. The reaction mixture is stirred for 2 hours, mixed with ice water and neutralized with aqueous potassium carbonate under ice cooling. The organic layer is separated, and the aqueous layer is extracted with methylene chloride. The organic layers are combined, washed with saturated saline, dried over anhydrous magnesium sulfate and the solvent is evaporated. The residue is recrystallized from methylene chloride-isopropanol to give 407 mg of the titled compound 7 as yellow crystals. Yield: 93% mp.: 143° to 145° C.

Workup

  1. customThe organic layer is separated
  2. extractionthe aqueous layer is extracted with methylene chloride
  3. washwashed with saturated saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent is evaporated
  6. customThe residue is recrystallized from methylene chloride-isopropanol

Sources & evidence

ORD record
ord-bbbdb805a4bd45628e2d8f81279eedd8
Source dataset
uspto-grants-1995_10
Patent number
US05461062

Reaction notes

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