Ethyl isothiocyanatoformate → Carbamic acid, N-[[(3-bromo-5-cyclopropyl-2-pyridinyl)amino]thioxomethyl]-, ethyl ester

HRID 451444Notes

Reaction equation

HRID 451444 reaction equation
[Br:1][C:2]1[C:3]([NH2:11])=[N:4][CH:5]=[C:6]([CH:8]2[CH2:10][CH2:9]2)[CH:7]=1.[CH2:12]([O:14][C:15]([N:17]=[C:18]=[S:19])=[O:16])[CH3:13]>O1CCOCC1>[Br:1][C:2]1[C:3]([NH:11][C:18]([NH:17][C:15]([O:14][CH2:12][CH3:13])=[O:16])=[S:19])=[N:4][CH:5]=[C:6]([CH:8]2[CH2:9][CH2:10]2)[CH:7]=1

Participants

4

Reactant 2

HCID 85320Ethyl isothiocyanatoformateHCID 67334263HCID 67334263, compound

Product 1

HCID 86656220Carbamic acid, N-[[(3-bromo-5-cyclopropyl-2-pyridinyl)amino]thioxomethyl]-, ethyl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3-bromo-5-cyclopropyl-pyridin-2-ylamine (1.0 g, 4.69 mmol) in dry 1,4-dioxane (20 mL) was added ethoxy carbonyl isothiocyanate (0.55 mL, 5.16 mmol) under an argon atmosphere and stirred at room temperature for 6 hours. The solvent was evaporated and the title compound was obtained as light yellow oil (1.5 g, 98%).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-8a5cfba2ff004395ac951beefcb4f242
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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