Sodium Hydroxide → 2-(3-(3,4-Dichlorobenzyl)ureido)thiazole-4-carboxylic acid

HRID 1020265Notes

Reaction equation

HRID 1020265 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:7][NH:8][C:9](=[O:21])[NH:10][C:11]1[S:12][CH:13]=[C:14]([C:16]([O:18]CC)=[O:17])[N:15]=1>C(O)C>[Cl:3][C:4]1[CH:5]=[C:6]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:7][NH:8][C:9](=[O:21])[NH:10][C:11]1[S:12][CH:13]=[C:14]([C:16]([OH:18])=[O:17])[N:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86622748Ethyl 2-(3-(3,4-dichlorobenzyl)ureido)thiazole-4-carboxylate

Product 1

HCID 866227642-(3-(3,4-Dichlorobenzyl)ureido)thiazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium hydroxide (24 mL, 24 mmol, 1N in water) was added to an ethanol (50 mL) solution of ethyl 2-(3-(3,4-dichlorobenzyl)ureido)thiazole-4-carboxylate (Example 38) (1.8 g, 4.8 mmol). The mixture was stirred overnight. The ethanol was removed by evaporation and the aqueous solution was filtered then the filter was washed with water (20 ml). The pH of the filtrate was adjusted to less than three with concentrated HCl. The precipitate was filtered, washed with water and dried to afford 2-(3-(3,4-dichlorobenzyl)ureido)thiazole-4-carboxylic acid.

Workup

  1. customThe ethanol was removed by evaporation
  2. filtrationthe aqueous solution was filtered
  3. washthe filter was washed with water (20 ml)
  4. filtrationThe precipitate was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-c18c43db4e9044b3bab7eb91dc18b865
Source dataset
uspto-grants-2014_05
Patent number
US08716320B2

Reaction notes

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