Sodium Hydroxide → (2-Formamido-1,3-thiazol-4-yl)(oxo)acetic acid

HRID 261847

Reaction equation

HRID 261847 reaction equation
[CH:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[O:15])[C:10]([O:12]CC)=[O:11])[N:8]=1)=[O:2].[OH-].[Na+]>O>[CH:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([C:9](=[O:15])[C:10]([OH:12])=[O:11])[N:8]=1)=[O:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 2733245Ethyl 2-(formylamino)-alpha-oxo-4-thiazoleacetateHCID 178473042HCID 178473042, compound

Product 1

HCID 13116693(2-Formamido-1,3-thiazol-4-yl)(oxo)acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of ethyl 2-(2-formylaminothiazol-4-yl)glyoxylate, which can be represented as ethyl 2-(2-formylimino-2,3-dihydrothiazol-4-yl)glyoxylate, (281 g.) in water (1100 ml.) was added an 1N sodium hydroxide aqueous solution (2.23 l.) under stirring and ice-cooling, and then the mixture was stirred for 5 minutes at 10° to 15° C. After the reaction mixture was filtered, the filtrate was adjusted to pH 1 with concentrated hydrochloric acid with stirring. The precipitates were collected by filtration, washed with water and then dried to give 2-(2-formylaminothiazol-4-yl)glyoxylic acid, which can be represented as 2-(2-formylimino-2,3-dihydrothiazol-4-yl)glyoxylic acid, (234 g.), mp 133° to 136° C. (dec.).

Workup

  1. temperatureice-cooling
  2. stirringthe mixture was stirred for 5 minutes at 10° to 15° C
  3. filtrationAfter the reaction mixture was filtered
  4. stirringwith stirring
  5. filtrationThe precipitates were collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-31dcc633201a4a029cf98a64c2b35a19
Source dataset
uspto-grants-1979_05
Patent number
US04152433

Linked notes

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