HCID 86692717, compound → HCID 70226032, compound

HRID 2273341Notes

Reaction equation

HRID 2273341 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](=[O:22])(=[O:21])[NH2:20])=[CH:15][CH:14]=1)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH2:20])(=[O:21])=[O:22])=[CH:15][CH:14]=1

Participants

4

Reactant 1

HCID 86692717HCID 86692717, compound

Product 1

HCID 70226032HCID 70226032, compoundYield 177.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl(4-(4-sulfamoylphenoxy)butyl)carbamate (0.72 g, 2.09 mmol) in TFA (5.0 mL) and DCM (5.0 mL) was stirred at rt for overnight. After the solvent was evaporated under a steam of N2, the reaction mixture was dissolved in water (20.0 mL) and acetonitrile (5.0 mL) and lyophilized to afford 4-(4-aminobutoxy)benzenesulfonamide as a yellow solid (0.906 g) containing TFA. 1H NMR (400 MHz, DMSO) 7.74-7.72 (m, 4H), 7.20 (s, 2H), 7.06 (d, 2H), 4.06 (t, 2H), 2.89-2.82 (m, 2H), 1.80-1.75 (m, 2H), 1.71-1.65 (m, 2H); MS (ESI), 245.1 (M+H)+.

Workup

  1. customAfter the solvent was evaporated under a steam of N2
  2. dissolutionthe reaction mixture was dissolved in water (20.0 mL)

Sources & evidence

ORD record
ord-3c468cbc651548419f49c28201ed6f42
Source dataset
uspto-grants-2015_09
Patent number
US09120837B2

Reaction notes

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