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

HRID 574763Notes

Reaction equation

HRID 574763 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.Cl>O1CCCC1>[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 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 27732104-AminomethyltetrahydropyranHCID 167824874-Fluoro-3-nitrobenzenesulfonamide

Product 1

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

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 4-fluoro-3-nitrobenzenesulfonamide (2.18 g), 1-(tetrahydropyran-4-yl)methylamine (1.14 g), and triethylamine (1 g) in tetrahydrofuran (30 mL) were stirred overnight, neutralized with concentrated HCl and concentrated. The residue was suspended in ethyl acetate and the precipitates were collected, washed with water and dried to provide the title compound.

Workup

  1. concentrationconcentrated
  2. customthe precipitates were collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-ac8cd3df47054db0995dd8a5f38311cc
Source dataset
uspto-grants-2015_05
Patent number
US09034875B2

Reaction notes

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