Hydrochloric Acid → HCID 21830779, compound

HRID 1600655Notes

Reaction equation

HRID 1600655 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:11](=[O:12])[NH:10][C:9](=[O:13])[CH:8]=[N:7]1.[F:14][C:15]([F:29])([F:28])[C:16]1[CH:17]=[C:18]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:19]=[CH:20][CH:21]=1.C1(C)C(C)=CC=CC=1.Cl>C(OCC)C>[ClH:1].[F:29][C:15]([F:14])([F:28])[C:16]1[CH:17]=[C:18]([N:22]2[CH2:27][CH2:26][N:25]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]3[C:11](=[O:12])[NH:10][C:9](=[O:13])[CH:8]=[N:7]3)[CH2:24][CH2:23]2)[CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 7237O-XyleneHCID 158171752-(4-Chloro-butyl)-2H-[1,2,4]triazine-3,5-dione

Product 1

HCID 21830779HCID 21830779, compoundYield 26.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The compound 1b (6.67 g; 0.033 mol) and 4-(3-trifluoromethylphenyl)piperazine (15.3 g; 0.066 mol) are heated to dryness for 7 hours at 120-130° C. Xylene (40 ml) is added and heated for one additional hour under reflux. After cooling and concentrating to dryness under vacuum, the residue is taken up in water (30 ml) and in ethyl ether (2×100 ml). The organic phases are dried (Na2SO4) and concentrated to dryness under vacuum. The oil obtained is taken up in ethyl ether (50 ml) and then supplemented, dropwise, with hydrochloric acid in ethyl ether (20 ml). A solid is drained which is crystallized from ethanol (50 ml). After filtration, washing with ethyl ether and drying under vacuum at 80° C., the compound 1 (3.77 g) is obtained.

Workup

  1. temperatureheated for one additional hour
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. concentrationconcentrating to dryness under vacuum
  5. dry with materialThe organic phases are dried (Na2SO4)
  6. concentrationconcentrated to dryness under vacuum
  7. customThe oil obtained
  8. customis crystallized from ethanol (50 ml)
  9. filtrationAfter filtration
  10. washwashing with ethyl ether
  11. customdrying under vacuum at 80° C.

Sources & evidence

ORD record
ord-8405128157ea44808a286e2bfb87b351
Source dataset
uspto-grants-1999_11
Patent number
US05977106

Reaction notes

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