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

HRID 979319Notes

Reaction equation

HRID 979319 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 6N 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-f734c5b66c08429aba64c9e3a3d9ecf2
Source dataset
uspto-grants-1987_05
Patent number
US04667040

Reaction notes

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