Water → HCID 12831788, compound

HRID 2059057Notes

Reaction equation

HRID 2059057 reaction equation
[CH3:1][CH:2]([C:4]1[N:5]=[C:6]([NH:9][C:10]([C:12]([O:14]CC)=[O:13])=[O:11])[S:7][CH:8]=1)[CH3:3].O.C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C>[CH3:3][CH:2]([C:4]1[N:5]=[C:6]([NH:9][C:10]([C:12]([OH:14])=[O:13])=[O:11])[S:7][CH:8]=1)[CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 12831779HCID 12831779, compound

Product 1

HCID 12831788HCID 12831788, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 4-(2-propyl)thiazol-2-ylcarbamoylcarboxylate was combined with 50 ml. of water and 6.2 ml. of 1 N potassium carbonate. The mixture was clarified, cooled, acidified with acetic acid and product extracted into 150 ml. of ethyl acetate in three portions. The combined extracts were dried over anhydrous sodium sulfate, filtered and evaporated to an oil, which partially crystallized on standing. The gummy solid was recrystallized from isopropyl alcohol, affording 4-(2-propyl)thiazol-2-ylcarbamoylcarboxylic acid [216 mg.; m.p. 195°-197° C. (dec.)].

Workup

  1. temperaturecooled
  2. extractionextracted into 150 ml
  3. dry with materialThe combined extracts were dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customevaporated to an oil, which
  6. custompartially crystallized
  7. customThe gummy solid was recrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-7b10b3c81e4843d0a03a7b7b8961e692
Source dataset
uspto-grants-1982_03
Patent number
US04321372

Reaction notes

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