Butyl isocyanate → HCID 12850187, compound

HRID 1065596Notes

Reaction equation

HRID 1065596 reaction equation
[Cl:1][C:2]1[C:3]([O:12][C:13]2[CH:24]=[CH:23][C:16]([O:17][CH:18]([CH3:22])[C:19]([NH2:21])=[O:20])=[CH:15][CH:14]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH2:25]([N:29]=[C:30]=[O:31])[CH2:26][CH2:27][CH3:28]>C1(C)C=CC=CC=1>[CH2:25]([NH:29][C:30]([NH:21][C:19](=[O:20])[CH:18]([O:17][C:16]1[CH:23]=[CH:24][C:13]([O:12][C:3]2[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:5][N:4]=2)=[CH:14][CH:15]=1)[CH3:22])=[O:31])[CH2:26][CH2:27][CH3:28]

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 12850186HCID 12850186, compound

Product 1

HCID 12850187HCID 12850187, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-(4-((3-Chloro-5-(trifluoromethyl)-2-pyridyl)-oxy)phenoxy)propanamide (2.24 grams (g), 0.006 mole) was dissolved in dry toluene (50 ml). Butyl isocyanate (1.8 g, 0.018 mole) was then added and the mixture refluxed 13 hours. At the end of this time most of the toluene was removed by distillation under reduced pressure and the residue taken up in hot heptane and treated with decolorizing carbon. After filtration and cooling the product was deposited in the form of fine white crystals, m.p. 126°-127° C.; Yield 2.1 g; 73.6%.

Workup

  1. temperaturethe mixture refluxed 13 hours
  2. customAt the end of this time most of the toluene was removed by distillation under reduced pressure
  3. additiontreated with decolorizing carbon
  4. filtrationAfter filtration
  5. temperaturecooling the product

Sources & evidence

ORD record
ord-b27c73789f2d4c989dec8a9822018cf9
Source dataset
uspto-grants-1982_05
Patent number
US04330321

Reaction notes

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