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

HRID 2168318Notes

Reaction equation

HRID 2168318 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>O1CCCC1.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 tetrahydrofuran (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-6e8ac4bd9f8546c6ba44a5a0f9af3675
Source dataset
uspto-grants-2015_06
Patent number
US09045420B2

Reaction notes

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