Metam-sodium → Sodium 3-[2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]-2-oxoazetidine-1-sulfonate
Reaction equation
ClCC([NH:5][C:6]1[S:7][CH:8]=[C:9]([C:11](=[N:24][O:25][CH3:26])[C:12]([NH:14][CH:15]2[CH2:18][N:17]([S:19]([O-:22])(=[O:21])=[O:20])[C:16]2=[O:23])=[O:13])[N:10]=1)=O.[Na+:27].CNC(=S)[S-].[Na+]>O>[NH2:5][C:6]1[S:7][CH:8]=[C:9]([C:11](=[N:24][O:25][CH3:26])[C:12]([NH:14][CH:15]2[CH2:18][N:17]([S:19]([O-:22])(=[O:20])=[O:21])[C:16]2=[O:23])=[O:13])[N:10]=1.[Na+:27]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The crude sodium 3-[2-(2-chloroacetamido-4-thiazolyl)-2-methoxyiminoacetamido]-2-oxoazetidine-1-sulfonate (syn-isomer) obtained above (0.556 g) is dissolved in 8 ml of water, and to the solution is added 0.172 g of sodium N-methyldithiocarbamate under ice-cooling and stirring. The mixture is stirred for 3 hours, after which any insoluble matter is filtered off. The filtrate is purified by XAD-II chromatography to yield 0.174 g of sodium 3-[2-(2-amino-4-thiazolyl)-2-methoxyiminoacetamido]-2-oxoazetidine-1-sulfonate (syn-isomer).