Triethylamine → 3-nitro-4-((tetrahydro-2H-pyran-4-yl)MethylaMino)benzenesulfonaMide

HRID 573041Notes

Reaction equation

HRID 573041 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[O:15]1[CH2:20][CH2:19][CH:18]([CH2:21][NH2:22])[CH2:17][CH2:16]1.C(N(CC)CC)C>C1COCC1.C(OCC)(=O)C>[N+:12]([C:3]1[CH:4]=[C:5]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH:22][CH2:21][CH:18]1[CH2:19][CH2:20][O:15][CH2:16][CH2:17]1)([O-:14])=[O:13]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 27732104-AminomethyltetrahydropyranHCID 167824874-Fluoro-3-nitrobenzenesulfonamide

Product 1

HCID 574749533-nitro-4-((tetrahydro-2H-pyran-4-yl)MethylaMino)benzenesulfonaMide

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-Fluoro-3-nitrobenzenesulfonamide (2.18 g), (tetrahydropyran-4-yl)methylamine (1.14 g), and triethylamine (1 g) were stirred in THF (30 mL) for 24 hours. The solution was diluted with ethyl acetate, washed with NaH2PO4 solution and brine, and dried (Na2SO4), filtered and concentrated. The product was triturated from ethyl acetate.

Workup

  1. washwashed with NaH2PO4 solution and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe product was triturated from ethyl acetate

Sources & evidence

ORD record
ord-c440b99cd25341cb86bed5ae426a71c7
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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