Methanol → N-[4-[[2-Hydroxy-3-(3-methylphenoxy)propyl]aminomethyl]phenyl]methanesulfonamide hydrochloride

HRID 728824Notes

Reaction equation

HRID 728824 reaction equation
[ClH:1].[NH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[CH:6][CH:5]=1.[O:15]1[CH:17]([CH2:18][O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:16]1.O.[CH3:27]O>[OH-].[K+]>[ClH:1].[OH:15][CH:17]([CH2:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:27])[CH:21]=1)[CH2:16][NH:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 31217Phenyl glycidyl etherHCID 27609964-(Methylsulfonylamino)benzylamine hydrochloride

Product 1

HCID 67689925N-[4-[[2-Hydroxy-3-(3-methylphenoxy)propyl]aminomethyl]phenyl]methanesulfonamide hydrochloride

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

Heat a mixture of N-[4-(aminomethyl)phenyl]methanesulfonamide hydrochloride(15.0 g, 63.4 mmol) and 1,2-epoxy-3-phenoxypropane (10.41 g, 63.4 mmol) in 63.4 mL of 1 N KOH in methanol and 10 mL of water for about 3.5 h. Remove the solvent to afford crystals of the title compound.

Workup

  1. temperatureHeat
  2. customRemove the solvent

Sources & evidence

ORD record
ord-a803a23f20484de38099ab35d2c71d98
Source dataset
uspto-grants-1991_09
Patent number
US05051423

Reaction notes

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