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

HRID 253049Notes

Reaction equation

HRID 253049 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-f95141d1850a4dac8c2f3c72515803b4
Source dataset
uspto-grants-2011_01
Patent number
US07871997B2

Reaction notes

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