Water → HCID 19746787, compound

HRID 2253878Notes

Reaction equation

HRID 2253878 reaction equation
[CH2:1]([N:3](CC)CC)C.[F:8][C:9]([F:24])([F:23])[CH:10]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:12](=O)O1.BrC(=[CH:29][C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=1)C#N.O>C(#N)C>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([C:13]2[NH:14][C:10]([C:9]([F:24])([F:23])[F:8])=[C:29]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)[C:12]=2[C:1]#[N:3])=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 110652915(2H)-Oxazolone, 4-(4-chlorophenyl)-2-(trifluoromethyl)-HCID 54334564HCID 54334564, compound

Product 1

HCID 19746787HCID 19746787, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Triethylamine (1.1 g, 0.011 mol) is added dropwise to a mixture of 2-(trifluoromethyl)-4-(4-chlorophenyl)-3-oxazolin-5-one and α-bromo-p-chlorocinnamonitrile in 25 mL of acetonitrile and the mixture is stirred at room temperature for 18 hours. The reaction mixture is poured into 100 mL of water and extracted with two 30 mL portions of ethyl acetate. The combined extracts are washed with 30 mL of water, 30 mL of saturated brine, dried over magnesium sulfate, filtered and the solvent evaporated to leave a brown solid.

Workup

  1. extractionextracted with two 30 mL portions of ethyl acetate
  2. washThe combined extracts are washed with 30 mL of water, 30 mL of saturated brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent evaporated
  6. customto leave a brown solid

Sources & evidence

ORD record
ord-d23cba2db91643af8ed1b80f695616ea
Source dataset
uspto-grants-1993_08
Patent number
US05233052

Reaction notes

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