N-Methyltaurine → Sodium

HRID 897337Notes

Reaction equation

HRID 897337 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][S:5]([OH:8])(=[O:7])=[O:6].[Na:9].[OH-].[Na+].Cl[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14]>>[CH2:16]([O:15][C:13]([N:2]([CH3:1])[CH2:3][CH2:4][S:5]([OH:8])(=[O:7])=[O:6])=[O:14])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[Na:9]

Participants

6

Reactant 4

HCID 7882N-MethyltaurineHCID 10387Benzyl chloroformateHCID 14798Sodium HydroxideHCID 5360545Sodium

Product 2

HCID 5360545SodiumHCID 223464862-{[(Benzyloxy)carbonyl](methyl)amino}ethane-1-sulfonic acid

Procedure

To a stirred solution of 2-methylaminoethane-1-sulfonic acid, sodium salt (16.1 g, 100 mmol), in aq. sodium hydroxide (1M, 100 mL, 100 mmol) at 0° C., benzyl chloroformate (16 mL, 112 mmol) was added over a period of 15 minutes. The resulting mixture was stirred at room temperature for 2 hours and extracted with hexane. The aqueous solution was freeze dried to provide 2-[[(benzyloxy)carbonyl](methyl)amino]-ethane-1-sulfonic acid, sodium salt.

Workup

  1. extractionextracted with hexane
  2. customdried

Sources & evidence

ORD record
ord-6ecca49ca60d40678dee17ef3625fd80
Source dataset
uspto-grants-2005_07
Patent number
US06921759B2

Reaction notes

Loading…