Ethyl isocyanate → HCID 59320942, compound

HRID 341191Notes

Reaction equation

HRID 341191 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][N:3]=1.[CH2:9]([N:11]=[C:12]=[O:13])[CH3:10]>C1COCC1>[Cl:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:1][C:12]([NH:11][CH2:9][CH3:10])=[O:13])[CH:7]=1

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 5818662-Amino-4-chloropyridine

Product 1

HCID 59320942HCID 59320942, compoundYield 50.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
55 °C

Procedure

To 2-amino-4-chloropyridine (1.02 g, 7.9 mmol) in THF (20 mL) was added ethyl isocyanate (0.69 ml, 8.69 mmol) and the reaction heated at 55° C. for 18 hours. The reaction was concentrated in vacuo. The resulting white solid was suspended in EtOAc and filtered to give the product as a white solid (0.79 g).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. filtrationfiltered

Sources & evidence

ORD record
ord-047898bff56d401f833d31cac022ddd7
Source dataset
uspto-grants-2014_11
Patent number
US08895745B2

Reaction notes

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