Potassium Carbonate → 1-(3-Phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thiourea

HRID 1809580Notes

Reaction equation

HRID 1809580 reaction equation
C([NH:9][C:10]([NH:12][C:13]1[C:18]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:17][C:16]([S:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=2)=[CH:15][N:14]=1)=[S:11])(=O)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CCO>[O:19]([C:18]1[C:13]([NH:12][C:10]([NH2:9])=[S:11])=[N:14][CH:15]=[C:16]([S:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=2)[CH:17]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 866410891-Benzoyl-3-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thiourea

Product 1

HCID 866410901-(3-Phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thioureaYield 29.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-benzoyl-3-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thiourea (2.10 g, 4.58 mmol) and K2CO3 (3.16 g, 22.9 mmol) was refluxed in EtOH (50 mL) for 18 hours. The reaction was cooled to ambient temperature, filtered and concentrated. The residue was purified by silica gel to provide 1-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-yl)thiourea (0.484 g, 29.8% yield).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customThe residue was purified by silica gel

Sources & evidence

ORD record
ord-7350c94515b844f889bd51dcab7af746
Source dataset
uspto-grants-2013_01
Patent number
US08362037B2

Reaction notes

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