Chloroform → HCID 44628234, compound

HRID 551309Notes

Reaction equation

HRID 551309 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:32]([F:35])([F:34])[F:33])[O:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][N:21]4C(=O)C5=CC=CC=C5C4=O)=[CH:16][CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(Cl)(Cl)Cl>C(O)C.O.NN>[NH2:21][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([C:11]2[CH2:10][C:9]([C:4]3[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=3)([C:32]([F:35])([F:34])[F:33])[O:13][N:12]=2)=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 6212ChloroformHCID 25183527HCID 25183527, compound

Product 1

HCID 44628234HCID 44628234, compoundYield 104.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

In a suspension of 1.4 g of N-[4-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]phenylmethyl]phthalimide in 20 mL of ethanol, 1.0 mL of 80% hydrazine monohydrate aqueous solution was added, and stirred under reflux with heating for 1.5 hour. After the completion of the reaction, the reaction mixture was left and cooled to room temperature, 50 mL of chloroform was added therein, insoluble material was filtered off, and the solvent was distilled off under reduced pressure. The procedure comprising adding 50 mL of chloroform in the residue, filtering off insoluble material and distilling off the solvent was repeated twice to obtain 1.1 g of the aimed product as yellow resinous substance.

Workup

  1. additionwas added
  2. temperatureunder reflux
  3. temperaturewith heating for 1.5 hour
  4. customAfter the completion of the reaction
  5. waitthe reaction mixture was left
  6. filtrationinsoluble material was filtered off
  7. distillationthe solvent was distilled off under reduced pressure
  8. additionThe procedure comprising adding 50 mL of chloroform in the residue
  9. filtrationfiltering off insoluble material
  10. distillationdistilling off the solvent

Sources & evidence

ORD record
ord-ba2e548a912f4e1a95713449b9a76a49
Source dataset
uspto-grants-2011_05
Patent number
US07947715B2

Reaction notes

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