Hydrochloric Acid → 2-Acetamido-4-phenyl-1,3-thiazole-5-carboxylic acid

HRID 40502Notes

Reaction equation

HRID 40502 reaction equation
C([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][C:12](=[O:14])[CH3:13])=[N:8][C:7]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:5])C.[OH-].[Na+].[Li+].[OH-].Cl>O>[C:12]([NH:11][C:9]1[S:10][C:6]([C:4]([OH:5])=[O:3])=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:8]=1)(=[O:14])[CH3:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 14798Sodium HydroxideHCID 3941062Ethyl 2-acetamido-4-phenylthiazole-5-carboxylate

Product 1

HCID 822265352-Acetamido-4-phenyl-1,3-thiazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 2.2 g (7.62 mmol) 2-acetylamino-4-phenyl-thiazole-5-carboxylic acid ethyl ester in 10 mL water is added 5 mL 4N NaOH and the mixture is allowed to stand at rt for 12 h. 1 g LiOH is added and the mixture is allowed to stand at rt for 2 h. The mixture is neutralized with aq. 2 N HCl solution and the precipitate is collected and washed with water and ACN to yield the desired product.

Workup

  1. waitto stand at rt for 2 h
  2. customthe precipitate is collected
  3. washwashed with water and ACN

Sources & evidence

ORD record
ord-496a958ae2bf4b89a73f788ab13f82d9
Source dataset
uspto-grants-2013_09
Patent number
US08530461B2

Reaction notes

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