Hydrochloric Acid → 5-(Methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid

HRID 1436659Notes

Reaction equation

HRID 1436659 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:16]=[C:15]([N:17]([S:19]([CH3:22])(=[O:21])=[O:20])[CH3:18])[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=1.[OH-].[Na+].Cl>C1COCC1.C(OCC)(=O)C>[CH3:22][S:19]([N:17]([CH3:18])[C:15]1[CH:14]=[C:6]([C:7]([N:9]([CH3:13])[CH2:10][CH2:11][CH3:12])=[O:8])[CH:5]=[C:4]([CH:16]=1)[C:3]([OH:23])=[O:2])(=[O:21])=[O:20]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 688153705-(Methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid methyl ester

Product 1

HCID 210620595-(Methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Dissolve 5-(methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid methyl ester (1.09 g, 3.18 mmol) in THF (80 mL) and add 1 N NaOH (16 mL, 16 mmol). Stir at room temperature for 16 h and add 5 N HCl (5 mL). Dilute with ethyl acetate, wash with saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound.

Workup

  1. washwash with saturated aqueous sodium chloride
  2. dry with materialdry (magnesium sulfate)
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-ac3617e84a004362bf0064d6200f373c
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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