Hydrochloric Acid → 4-Thiazoleacetic acid, 2-amino-alpha-oxo-

HRID 1284602Notes

Reaction equation

HRID 1284602 reaction equation
CS[C:3](=[O:12])[C:4]([C:6]1[N:7]=[C:8]([NH2:11])[S:9][CH:10]=1)=[O:5].C(=O)([O-])[O-:14].[Na+].[Na+].Cl>O>[NH2:11][C:8]1[S:9][CH:10]=[C:6]([C:4](=[O:5])[C:3]([OH:12])=[O:14])[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 13269662HCID 13269662, compound

Product 1

HCID 127833204-Thiazoleacetic acid, 2-amino-alpha-oxo-Yield 72.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 10.1 g of 2-(2-aminothiazol-4-yl)thioglyoxylic S-acid methyl ester and 80 ml of water was added 10.6 g of sodium carbonate with ice-cooling, and the resulting mixture was stirred at the same temperature for 1 hour. Subsequently, the thus obtained reaction mixture was adjusted to pH 2.5 with 6 N hydrochloric acid at the same temperature. The deposited crystals were collected by filtration, washed with water, and then dried to obtain 6.2 g (67.8% yield) of 2-(2-aminothiazol-4-yl)glyoxylic acid having a melting point of above 200° C.

Workup

  1. temperaturecooling
  2. customSubsequently, the thus obtained reaction mixture
  3. filtrationThe deposited crystals were collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-c096d60cfbad40be93dcba52d447d95e
Source dataset
uspto-grants-1986_01
Patent number
US04563534

Reaction notes

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