Water → HCID 12831787, compound

HRID 2059056Notes

Reaction equation

HRID 2059056 reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]([NH:10][C:11]([C:13]([O:15]CC)=[O:14])=[O:12])[S:6][C:7]=1[CH2:8][CH3:9])[CH3:2].C(=O)([O-])[O-].[K+].[K+].O>C(O)(=O)C>[CH2:1]([C:3]1[N:4]=[C:5]([NH:10][C:11]([C:13]([OH:15])=[O:14])=[O:12])[S:6][C:7]=1[CH2:8][CH3:9])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 12831778HCID 12831778, compound

Product 1

HCID 12831787HCID 12831787, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 4,5-diethylthiazol-2-ylcarbamoylcarboxylate (897 mg., 3.5 mmoles), 1 N potassium carbonate (3.5 ml., 3.5 equivalents) and 27 ml. of water were combined and heated on a steam bath for 10 minutes. Clear solution was noted after 5 minutes. The reaction mixture was cooled and made acidic with acetic acid. Crude product (625 mg.) was recovered by filtration. Recrystallization from approximately 33 ml. of absolute ethanol gave purified 4,5-diethylthiazol-2-ylcarbamoylcarboxylic acid [470 mg.; m.p. 206° C. (dec.)].

Workup

  1. temperatureheated on a steam bath for 10 minutes
  2. temperatureThe reaction mixture was cooled
  3. filtrationCrude product (625 mg.) was recovered by filtration
  4. customRecrystallization from approximately 33 ml
  5. customof absolute ethanol gave
  6. custompurified 4,5-diethylthiazol-2-ylcarbamoylcarboxylic acid [470 mg.; m.p. 206° C. (dec.)]

Sources & evidence

ORD record
ord-083b9362509044a6935f594b4173d5c8
Source dataset
uspto-grants-1982_03
Patent number
US04321372

Reaction notes

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