2-Amino-5-chloropyridine → HCID 2768988, compound

HRID 1051867Notes

Reaction equation

HRID 1051867 reaction equation
[CH2:1]([O:3][C:4]([N:6]=[C:7]=[S:8])=[O:5])[CH3:2].[NH2:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][N:11]=1>O1CCOCC1>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7]([NH:6][C:4](=[O:5])[O:3][CH2:1][CH3:2])=[S:8])=[N:11][CH:12]=1

Participants

4

Reactant 2

HCID 661742-Amino-5-chloropyridineHCID 85320Ethyl isothiocyanatoformate

Product 1

HCID 2768988HCID 2768988, compoundYield 72.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethoxycarbonylisothiocyanate (3.37 g) was added to a stirred solution of 2-amino-5-chloropyridine (3.0 g) in dioxane (100 mL). The mixture was stirred at r.t. for 14 h. The solvent was removed in vacuum. The solid was dissolved in dichloromethane and methanol (100:1), filtered and the solvent was removed in vacuum to give a solid that was recrystallized from ethyl acetate to give 4.4 g of the title compound.

Workup

  1. customThe solvent was removed in vacuum
  2. dissolutionThe solid was dissolved in dichloromethane
  3. filtrationmethanol (100:1), filtered
  4. customthe solvent was removed in vacuum
  5. customto give a solid
  6. customthat was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-480fe829e8f345e6b252b489f35d79cf
Source dataset
uspto-grants-2016_07
Patent number
US09388177B2

Reaction notes

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