Hydrochloric Acid → HCID 14556333, compound

HRID 1087747Notes

Reaction equation

HRID 1087747 reaction equation
[C:1]([C:5]1[CH:15]=[CH:14][C:8]2[N:9]([CH3:13])[C:10](=[O:12])[O:11][C:7]=2[CH:6]=1)(=[O:4])[CH2:2][CH3:3].[F:16][C:17]([F:31])([F:30])[C:18]1[CH:19]=[C:20]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:21]=[CH:22][CH:23]=1.Cl.[CH2:33](O)CC>>[CH3:13][N:9]1[C:8]2[CH:14]=[CH:15][C:5]([C:1](=[O:4])[CH:2]([CH3:33])[CH2:3][N:27]3[CH2:28][CH2:29][N:24]([C:20]4[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:16])([F:30])[F:31])[CH:19]=4)[CH2:25][CH2:26]3)=[CH:6][C:7]=2[O:11][C:10]1=[O:12]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 3043000JPB 5

Product 1

HCID 14556333HCID 14556333, compound

Procedure

0.025 mole of 6-propionyl-3-methylbenzoxazolinone, described in French Patent No. 73/23,280, and 0.038 mole of 1-(3-trifluoromethylphenyl)piperazine are dissolved in 150 cm3 of propanol in a 250-cm3 groundnecked flask equipped with a reflux condenser and a magnetic stirrer. 0.038 mole of trioxymethylene and 1.5 cm3 of concentrated hydrochloric acid are added. The mixture is heated to reflux for 72 hours. The precipitate formed is drained, washed with acetone, suspended in water and alkalinized with sodium hydroxide. The mixture is extracted several times with chloroform, the organic phases are combined, dried over calcium chloride, filtered and evaporated on a water bath under vacuum and the residue is recrystallized in propanol.

Workup

  1. customequipped with a reflux condenser and a magnetic stirrer
  2. temperatureThe mixture is heated
  3. temperatureto reflux for 72 hours
  4. customThe precipitate formed
  5. washwashed with acetone
  6. extractionThe mixture is extracted several times with chloroform
  7. dry with materialdried over calcium chloride
  8. filtrationfiltered
  9. customevaporated on a water bath under vacuum
  10. customthe residue is recrystallized in propanol

Sources & evidence

ORD record
ord-6d8bbbd1d77f45edbfc6a8186c2b44ac
Source dataset
uspto-grants-1990_10
Patent number
US04960778

Reaction notes

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