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

HRID 1179102Notes

Reaction equation

HRID 1179102 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 purification.

Workup

  1. customThe light brown solution was used without further purification

Sources & evidence

ORD record
ord-dd420d760d8c49cb8fe085dfc608e928
Source dataset
uspto-grants-2007_10
Patent number
US07279458B2

Reaction notes

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