Sodium Hydroxide → 5-phenyl-1,3-thiazole-4-carboxylic Acid

HRID 1590876

Reaction equation

[C:1]1([C:7]2[S:11][CH:10]=[N:9][C:8]=2[C:12]([O:14]CC)=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>>[C:1]1([C:7]2[S:11][CH:10]=[N:9][C:8]=2[C:12]([OH:14])=[O:13])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 12300673Ethyl 5-phenylthiazole-4-carboxylate

Product 1

HCID 9448135-phenyl-1,3-thiazole-4-carboxylic AcidYield 72%

Procedure

The ethyl 5-phenylthiazole-4-carboxylate was hydrolyzed according to known methods with 2 N aqueous sodium hydroxide solution at 70° for 30 minutes, whereby, after acidification, there was obtained in 72% yield 5-phenyl-4-thiazolecarboxylic acid which melted at 189°-190° after recrystallization from methanol/diethyl ether.

Workup

customat 70°
customfor 30 minutes

Sources & evidence

ORD record: ord-0f8c614fb04a4b2289cbb407146430c3
Source dataset: uspto-grants-1993_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05204482

Linked notes

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