Hydrochloric Acid → HCID 21492120, compound

HRID 1973545Notes

Reaction equation

HRID 1973545 reaction equation
[C:1]([C:4]1[C:9]([CH:10]([CH3:12])[CH3:11])=[CH:8][C:7]([S:13]([NH2:16])(=[O:15])=[O:14])=[C:6]([CH:17]([CH3:19])[CH3:18])[CH:5]=1)(O)=[O:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>CCOCC.O1CCCC1>[OH:2][CH2:1][C:4]1[C:9]([CH:10]([CH3:11])[CH3:12])=[CH:8][C:7]([S:13]([NH2:16])(=[O:14])=[O:15])=[C:6]([CH:17]([CH3:19])[CH3:18])[CH:5]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 21491989HCID 21491989, compound

Product 1

HCID 21492120HCID 21492120, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent3×HCID 8028TetrahydrofuranSolvent

Procedure

4-Carboxy-2,5-diisopropylbenzenesulfonamide, 60 parts in 250 parts of ether and 350 parts of tetrahydrofuran is added dropwise to 24 parts of lithium aluminum hydride in 500 parts of ether at a rate where the ether refluxes gently. The reactants are then refluxed for 16 hours. Dilute hydrochloric acid is then added dropwise until the inorganic salts precipitate. The mixture is filtered and dried over sodium sulfate. After filtration and solvent removal there remains 41 parts of 4-hydroxymethyl-2,5-diisopropylbenzenesulfonamide having a m.p. of 185°-189°.

Workup

  1. temperatureThe reactants are then refluxed for 16 hours
  2. filtrationThe mixture is filtered
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter filtration and solvent removal

Sources & evidence

ORD record
ord-7de59e7da084431498bd4a21173c4f9c
Source dataset
uspto-grants-1976_12
Patent number
US03997603

Reaction notes

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