Sodium Hydroxide → HCID 57813558, compound

HRID 1941930Notes

Reaction equation

HRID 1941930 reaction equation
[OH-].[Na+].C([NH:11][C:12]([NH:14][C:15]1[CH:20]=[C:19]([I:21])[CH:18]=[C:17]([I:22])[CH:16]=1)=[S:13])(=O)C1C=CC=CC=1>O.C1COCC1>[I:21][C:19]1[CH:20]=[C:15]([NH:14][C:12]([NH2:11])=[S:13])[CH:16]=[C:17]([I:22])[CH:18]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57813731HCID 57813731, compound

Product 1

HCID 57813558HCID 57813558, compoundYield 76.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A solution of NaOH (1.30 g, 0.033 mol) dissolved in 35 mL of H2O was added to a solution of 1-benzoyl-3-(3,5-diiodo-phenyl)-thiourea (6.30 g, 0.013 mol) in 75 mL of THF. The resulting reaction mixture was stirred at 70° C. for 12 hours. THF was distilled off and extracted with ethyl acetate (×3). The combined organic layer was dried over Na2SO4, filtered and distilled off to get the crude residue that was washed with hexane to obtain the desired compound (4.0 g, 75%).

Workup

  1. customThe resulting reaction mixture
  2. distillationTHF was distilled off
  3. extractionextracted with ethyl acetate (×3)
  4. dry with materialThe combined organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. distillationdistilled off
  7. customto get the crude residue that
  8. washwas washed with hexane

Sources & evidence

ORD record
ord-446e91c2fd364e6a8f3f1accf25ef633
Source dataset
uspto-grants-2013_03
Patent number
US08389516B2

Reaction notes

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