Hydrochloric Acid → HCID 58625131, compound

HRID 1968786Notes

Reaction equation

HRID 1968786 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][C:26]=1[N+:27]([O-:29])=[O:28])[O:7][C:8]1[CH:9]=[C:10]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH:11]=[CH:12][CH:13]=1.Cl>C1COCC1.O>[CH:3]([C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][C:26]=1[N+:27]([O-:29])=[O:28])[O:7][C:8]1[CH:9]=[C:10]([NH:14][S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH:11]=[CH:12][CH:13]=1)=[O:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58625075HCID 58625075, compound

Product 1

HCID 58625131HCID 58625131, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-[3-(3-dimethoxymethyl-4-nitrophenoxy)-phenyl]-benzenesulfonamide (0.0083 mol) in THF (12 mL) was stirred at room temperature, then 12N HCl (6 mL) and water (6 mL) were added and the reaction mixture was stirred for 48 hours at room temperature. The mixture was stirred in H2O and extracted with diisopropyl ether. The organic layer was separated, washed with a 10% NaHCO3 solution, separated again, dried, filtered, and the solvent was evaporated. The obtained residue was stirred in diisopropyl ether, and then the desired product was filtered off and dried to yield the title compound as a solid.

Workup

  1. stirringthe reaction mixture was stirred for 48 hours at room temperature
  2. extractionextracted with diisopropyl ether
  3. customThe organic layer was separated
  4. washwashed with a 10% NaHCO3 solution
  5. customseparated again
  6. customdried
  7. filtrationfiltered
  8. customthe solvent was evaporated
  9. stirringThe obtained residue was stirred in diisopropyl ether
  10. filtrationthe desired product was filtered off
  11. customdried

Sources & evidence

ORD record
ord-2019ce74122046babf099be602eefafe
Source dataset
uspto-grants-2013_04
Patent number
US08426429B2

Reaction notes

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