Metam-sodium → Sodium 3-[2-(2-amino-4-thiazolyl)acetamido]2-oxoazetidine-1-sulfonate

HRID 465179Notes

Reaction equation

HRID 465179 reaction equation
ClCC([NH:5][C:6]1[S:7][CH:8]=[C:9]([CH2:11][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+:24].CNC(=S)[S-].[Na+]>O>[NH2:5][C:6]1[S:7][CH:8]=[C:9]([CH2:11][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.[Na+:24]

Participants

4

Reactant 2

HCID 5366415Metam-sodiumHCID 23695025Sodium 3-[2-(2-chloroacetamido-4-thiazolyl)acetamido]-2-oxoazetidine-1-sulfonate

Product 1

HCID 23695028Sodium 3-[2-(2-amino-4-thiazolyl)acetamido]2-oxoazetidine-1-sulfonateYield 36.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 6 ml of water is dissolved 0.486 g of sodium 3-[2-(2-chloroacetamido-4-thiazolyl)acetamido]-2-oxoazetidine-1-sulfonate, and to the solution is added 0.154 g of sodium N-methyldithiocarbamate under ice-cooling and stirring. The mixture is treated as described in Example 3 to obtain 0.144 g of sodium 3-[2-(2-amino-4-thiazolyl)acetamido]2-oxoazetidine-1-sulfonate.

Workup

  1. temperaturecooling
  2. additionThe mixture is treated

Sources & evidence

ORD record
ord-a6e300199ee0492ba34203c4a53136ad
Source dataset
uspto-grants-1985_10
Patent number
US04550105

Reaction notes

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