Thiomorpholine → HCID 2732236, compound

HRID 2115873Notes

Reaction equation

HRID 2115873 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH:15]1[CH2:20][CH2:19][S:18][CH2:17][CH2:16]1.C(=O)(O)[O-].[Na+]>C1COCC1>[N+:12]([C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[N:15]1[CH2:20][CH2:19][S:18][CH2:17][CH2:16]1)([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 67164ThiomorpholineHCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 516892Sodium Bicarbonate

Product 1

HCID 2732236HCID 2732236, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-fluoro-2-nitro-4-(trifluoromethyl)benzene (7.00 g, 33.48 mmol) in THF (250 ml) at RT was added thiomorpholine (3.45 g, 33.48 mmol) and sodium bicarbonate (3.66 g, 43.52 mmol). The vessel was purged with nitrogen and stirred at RT for 48 h. After removal of solvent under reduced pressure, the mixture was taken up in EtOAc and filtered. The organics were washed with water, then brine and dried with magnesium sulfate. Filtration and concentration provided the title compound as a bright orange solid. MS m/z: 293.1 (M+H+); calc MW=292.28.

Workup

  1. customThe vessel was purged with nitrogen
  2. customAfter removal of solvent under reduced pressure
  3. filtrationfiltered
  4. washThe organics were washed with water
  5. dry with materialbrine and dried with magnesium sulfate
  6. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-f4388e7fa24d4811b85c6e2725896ab4
Source dataset
uspto-grants-2008_10
Patent number
US07435823B2

Reaction notes

Loading…