2-Amino-5-(trifluoromethyl)pyridine → 1-(2,6-Difluorobenzoyl)-3-(5-trifluoromethyl-2-pyridinyl)urea

HRID 1278176Notes

Reaction equation

HRID 1278176 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][C:6]([NH2:9])=[N:7][CH:8]=1.[F:12][C:13]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:14]=1[C:15]([N:17]=[C:18]=[O:19])=[O:16]>C(#N)C>[F:12][C:13]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:14]=1[C:15]([NH:17][C:18]([NH:9][C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:10])[F:11])=[CH:8][N:7]=1)=[O:19])=[O:16]

Participants

4

Reactant 2

HCID 7358622-Amino-5-(trifluoromethyl)pyridineHCID 27333692,6-Difluorobenzoyl isocyanate

Product 1

HCID 128006031-(2,6-Difluorobenzoyl)-3-(5-trifluoromethyl-2-pyridinyl)urea

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

An 0.7 g. portion of 5-trifluoromethyl-2-aminopyridine was dissolved in 20 ml. of acetonitrile, and to the solution was added 0.85 g. of 2,6-difluorobenzoyl isocyanate under a nitrogen blanket at ambient temperature. A precipitate formed immediately. The mixture was stirred for 3 hours, and was then filtered and the solids were washed with acetonitrile. The solids were dried under vacuum to obtain 1.0 g. of the product named above, m.p. 215°-220° C. Elemental analysis gave the following results:

Workup

  1. customat ambient temperature
  2. customA precipitate formed immediately
  3. filtrationwas then filtered
  4. washthe solids were washed with acetonitrile
  5. customThe solids were dried under vacuum
  6. customto obtain 1.0 g
  7. customElemental analysis gave the
  8. customfollowing results

Sources & evidence

ORD record
ord-fc3aa789986944659c9237b58e0cdf8d
Source dataset
uspto-grants-1981_07
Patent number
US04281003

Reaction notes

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