Chlorosuccinimide → 2-Amino-5-Chloro-alpha-(Methoxyimino)-4-Thiazoleacetic Acid

HRID 1830497Notes

Reaction equation

HRID 1830497 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:11][O:12][CH3:13])[C:8]([OH:10])=[O:9])[N:6]=1.[Cl:14]N1C(=O)CCC1=O>CN(C=O)C>[NH2:1][C:2]1[S:3][C:4]([Cl:14])=[C:5]([C:7](=[N:11][O:12][CH3:13])[C:8]([OH:10])=[O:9])[N:6]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 1252162-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid

Product 1

HCID 540093662-Amino-5-Chloro-alpha-(Methoxyimino)-4-Thiazoleacetic Acid

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 500 mL of DMF were added 50.0 g (250 mmol) of 2-amino-α-(methoxyimino)-4-thiazoleacetic acid and 35 g (260 mmol) of N-chlorosuccinimide. The mixture was stirred at room temperature overnight, after which time mass spectral analysis showed no more starting material to be present. The light brown solution was used without further manipulation.

Sources & evidence

ORD record
ord-e60286f54333406e9d02be34607a6a4f
Source dataset
uspto-grants-2006_06
Patent number
US07067481B2

Reaction notes

Loading…