Hydrochloric Acid → HCID 22350426, compound

HRID 1359641Notes

Reaction equation

HRID 1359641 reaction equation
[OH-].[K+].C([O:5][C:6]([C:8]1[S:12][C:11]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:10][CH:9]=1)=[O:7])C.Cl>CCO.O>[C:14]1([S:13][C:11]2[S:12][C:8]([C:6]([OH:7])=[O:5])=[CH:9][N:10]=2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 10901519Ethyl 2-phenylsulfanyl-thiazole-5-carboxylate

Product 1

HCID 22350426HCID 22350426, compoundYield 45.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent2×

Procedure

Potassium hydroxide (1.58 g, 28.2 mmol, 10 eq) is added to a solution of 2-phenylsulfanyl-thiazole-5-carboxylic acid ethyl ester (0.748 g, 2.82 mmol, 1 eq) in EtOH (15 mL) and water (10.5 mL). The reaction is stirred for 1.5 hours, diluted with water (30 mL) and EtOH (30 mL), and acidified by addition of 3 N HCl until a white precipitate forms. The precipitate is filtered and purified by recrystallization from water and EtOH to give the product as a white crystalline solid (0.307 g). MS (ESI) for C10H7NO2S2 m/z 235.9 (M−H)−.

Workup

  1. filtrationThe precipitate is filtered
  2. custompurified by recrystallization from water and EtOH

Sources & evidence

ORD record
ord-1a89e1a188d9457382e30270cf53b51a
Source dataset
uspto-grants-2003_07
Patent number
US06599916B2

Reaction notes

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