Hydrochloric Acid → (2-Formamido-1,3-thiazol-4-yl)(oxo)acetic acid

HRID 979321Notes

Reaction equation

HRID 979321 reaction equation
CS[C:3](=[O:14])[C:4]([C:6]1[N:7]=[C:8]([NH:11][CH:12]=[O:13])[S:9][CH:10]=1)=[O:5].[OH-:15].[Na+].Cl>O>[CH:12]([NH:11][C:8]1[S:9][CH:10]=[C:6]([C:4](=[O:5])[C:3]([OH:14])=[O:15])[N:7]=1)=[O:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13292579HCID 13292579, compound

Product 1

HCID 13116693(2-Formamido-1,3-thiazol-4-yl)(oxo)acetic acidYield 81.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In 200 ml of water is suspended 23 g of 2-(2-formylaminothiazol-4-yl)thioglyoxylic S-acid methyl ester, and 125 ml of a 2N aqueous sodium hydroxide solution was added thereto dropwise with water-cooling over a period of 30 minutes, after which the resulting mixture was stirred at room temperature for 1 hour. After completion of the reaction, the thus obtained reaction mixture was adjusted to pH 2.5 with 6N hydrochloric acid. The deposited crystals were collected by filtration, washed successively with water and acetone, and then dried to obtain 16.2 g (81.6% yield) of 2-(2-formylaminothiazol-4-yl)glyoxylic acid having a melting point of above 210° C.

Workup

  1. additionwas added
  2. customAfter completion of the reaction
  3. customthe thus obtained reaction mixture
  4. filtrationThe deposited crystals were collected by filtration
  5. washwashed successively with water and acetone
  6. customdried

Sources & evidence

ORD record
ord-0b95242506804d7e9d8c5a89bb71f8ec
Source dataset
uspto-grants-1987_05
Patent number
US04667040

Reaction notes

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