Ethyl isocyanate → 1-(4-Bromopyridin-2-yl)-3-ethylurea

HRID 2243060Notes

Reaction equation

HRID 2243060 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.[N:9]([CH2:12][CH3:13])=[C:10]=[O:11]>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:10]([NH:9][CH2:12][CH3:13])=[O:11])[CH:3]=1

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 6932822-Amino-4-bromopyridine

Product 1

HCID 592083771-(4-Bromopyridin-2-yl)-3-ethylureaYield 76.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
110 °C

Procedure

To a mixture of 4-bromopyridin-2-amine (2 g, 11.56 mmol) in chloroform (10 mL), isocyanatoethane (0.913 mL, 11.56 mmol) was added, and the resulting reaction mixture was heated at 110° C. for 2 h. The reaction mixture was concentrated under reduced pressure and triturated with acetonitrile, then collected by filtered to give the title compound as a white solid (2.15 g).

Workup

  1. additionwas added
  2. customthe resulting reaction mixture
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customtriturated with acetonitrile
  5. customcollected
  6. filtrationby filtered

Sources & evidence

ORD record
ord-45a5880b52564e1bb2cf746037031595
Source dataset
uspto-grants-2010_03
Patent number
US07674801B2

Reaction notes

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