Ethyl isothiocyanatoformate → N-(3-(4-Fluoro-phenyl)-pyridin-2-yl)-N'-ethoxycarbonyl-thiourea

HRID 451373Notes

Reaction equation

HRID 451373 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([NH2:14])=[N:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[CH2:15]([O:17][C:18]([N:20]=[C:21]=[S:22])=[O:19])[CH3:16]>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([NH:14][C:21]([NH:20][C:18]([O:17][CH2:15][CH3:16])=[O:19])=[S:22])=[N:10][CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 85320Ethyl isothiocyanatoformateHCID 463118843-(4-Fluoro-phenyl)-pyridin-2-ylamine

Product 1

HCID 86656216N-(3-(4-Fluoro-phenyl)-pyridin-2-yl)-N'-ethoxycarbonyl-thiourea

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3-(4-fluoro-phenyl)-pyridin-2-ylamine (200 mg, 1.06 mmol) in dioxane (10 mL) was added ethoxycarbonyl isothiocyanate (141 μL, 1.17 mmol) and stirred at room temperature for 12 hours. The solvent was evaporated and the residue was used for the next step without purification. The title compound was obtained as a light yellow solid (340 mg, 100%).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was used for the next step without purification

Sources & evidence

ORD record
ord-47aa2ee243b746cf81953b3930641290
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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