Hydrochloric Acid → HCID 18613876, compound

HRID 1264968Notes

Reaction equation

HRID 1264968 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][C:11]([C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=3)=[CH:12][N:13]=2)=[CH:5][CH:4]=1.[OH-].[Na+].O1CCCC1.Cl>C(O)C>[F:26][C:2]([F:1])([F:25])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:10][C:11]([C:14]3[CH:24]=[CH:23][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=3)=[CH:12][N:13]=2)=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 18613823HCID 18613823, compound

Product 1

HCID 18613876HCID 18613876, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 4-[2-(4-trifluoromethylphenyl)-5-thiazolyl]benzoate (360 mg), a 1N aqueous solution of sodium hydroxide (3 ml), tetrahydrofuran (5 ml) and ethanol (5 ml) was stirred at 60 to 70° C. for 1 hour. The reaction mixture was poured into 1N hydrochloric acid, and precipitated 4-[2-(4-trifluoromethylphenyl)-5-thiazolyl]benzoic acid (150 mg, yield: 45%) was collected by filtration. The product was recrystallized from acetone-isopropyl ether to obtain pale yellow prisms. Melting point: 294 to 295° C.

Sources & evidence

ORD record
ord-2f655f4634e94ba1a8532cccddf91b59
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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