Phenyl isocyanate → HCID 178493809, compound

HRID 1528075Notes

Reaction equation

HRID 1528075 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][CH:5]=[C:6]([O:10][CH3:11])[C:7]=1[O:8]C.N1CCOCC1.C1(N=C=O)C=CC=CC=1>C(OCC)(=O)C>[Cl:1][C:2]1[N:3]=[N:4][CH:5]=[C:6]([O:10][CH3:11])[C:7]=1[OH:8]

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 8083MorpholineHCID 137410133-Chloro-4,5-dimethoxypyridazine

Product 1

HCID 178493809HCID 178493809, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

3-Chloro-4,5-dimethoxypyridazine (17.0 g) and morpholine (59.0 mL) were stirred at 100° C. for 2 hr, and cooled to 0° C. To the reaction mixture was added phenyl isocyanate (73.8 mL) at 0° C., and the mixture was stirred at the same temperature for 30 min, and diluted with ethyl acetate. The resulting solid was removed by filtration. The filtrate was concentrated, and the residue was purified by column chromatography (ethyl acetate/hexane-methanol/ethyl acetate) to give the title compound (9.61 g).

Workup

  1. customThe resulting solid was removed by filtration
  2. concentrationThe filtrate was concentrated
  3. customthe residue was purified by column chromatography (ethyl acetate/hexane-methanol/ethyl acetate)

Sources & evidence

ORD record
ord-431a0c70d78e4904b73982c60d4ce753
Source dataset
uspto-grants-2015_07
Patent number
US09090586B2

Reaction notes

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