Hydrochloric Acid → 2-(2-Formylamino-5-chlorothiazol-4-yl)-2-oxoacetic Acid

HRID 13533Notes

Reaction equation

HRID 13533 reaction equation
[CH:1]([NH:3][C:4]1[S:5][C:6]([Cl:16])=[C:7]([C:9](=[O:15])[C:10]([O:12]CC)=[O:11])[N:8]=1)=[O:2].[OH-].[Na+].Cl>O>[CH:1]([NH:3][C:4]1[S:5][C:6]([Cl:16])=[C:7]([C:9](=[O:15])[C:10]([OH:12])=[O:11])[N:8]=1)=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14326717Ethyl (2-formamido-5-chlorothiazol-4-yl)glyoxylate

Product 1

HCID 197902212-(2-Formylamino-5-chlorothiazol-4-yl)-2-oxoacetic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the intermediate from Step 1 (3.6 g, 13.7 mmol) was added 1M NaOH (30 mL, 30 mmol). The resulting suspension was stirred at room temperature for 2 hours (at which time the solution was clear) and 1M HCl (30 mL, 30 mmol) was then added, followed by 100 mL of water. After vigorous stirring, the resulting precipitate was filtered, washed with a minimum amount of cold water and air dried to afford the title intermediate as an off-white solid.

Workup

  1. additionwas then added
  2. filtrationAfter vigorous stirring, the resulting precipitate was filtered
  3. washwashed with a minimum amount of cold water and air
  4. customdried

Sources & evidence

ORD record
ord-27a6b69c3c5b4ef095607e282a6e33b1
Source dataset
uspto-grants-2010_06
Patent number
US07728127B2

Reaction notes

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