Ethyl isocyanatoacetate → HCID 66700056, compound

HRID 403673Notes

Reaction equation

HRID 403673 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:9]=[C:10]([I:14])[C:11]=1[O:12][CH3:13])[NH2:8])([CH3:4])([CH3:3])[CH3:2].[N:15]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:16]=[O:17]>O1CCOCC1>[C:1]([C:5]1[CH:6]=[C:7]([NH:8][C:16](=[O:17])[NH:15][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:9]=[C:10]([I:14])[C:11]=1[O:12][CH3:13])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 76283Ethyl isocyanatoacetateHCID 57419443HCID 57419443, compound

Product 1

HCID 66700056HCID 66700056, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3-tert-butyl-5-iodo-4-methoxyaniline (458 mg, 1.5 mmol) in dioxane (5 mL) was added ethyl isocyanatoacetate (0.168 mL, 1.500 mmol) dropwise producing a solution that was stirred at room temperature for 16 hours. The reaction mixture was concentrated and the product was triturated in 9:1 hexane/ethyl acetate. The resulting solid was collected by filtration and dried to give the title compound.

Workup

  1. customdropwise producing a solution that
  2. concentrationThe reaction mixture was concentrated
  3. customthe product was triturated in 9:1 hexane/ethyl acetate
  4. filtrationThe resulting solid was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-1d66abaefe5145e1a2673c194f020654
Source dataset
uspto-grants-2014_06
Patent number
US08748443B2

Reaction notes

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