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Sodium Hydroxide → 5-Methanesulfonyl-2-thiazol-2-yl-benzoic acid

HRID 2374236
Notes
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Reaction equation

HRID 2374236 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:7]=[CH:6][C:5]=1[C:14]1[S:15][CH:16]=[CH:17][N:18]=1.[OH-].[Na+]>O1CCOCC1.C(O)C>[CH3:13][S:10]([C:8]1[CH:7]=[CH:6][C:5]([C:14]2[S:15][CH:16]=[CH:17][N:18]=2)=[C:4]([CH:9]=1)[C:3]([OH:19])=[O:2])(=[O:11])=[O:12]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 598537005-Methanesulfonyl-2-thiazol-2-yl-benzoic acid methyl ester

Product 1

HCID 598537385-Methanesulfonyl-2-thiazol-2-yl-benzoic acidYield 50%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

5-Methanesulfonyl-2-thiazol-2-yl-benzoic acid is prepared by saponification of 5-Methanesulfonyl-2-thiazol-2-yl-benzoic acid methyl ester in the presence of sodium hydroxide (2N) in a mixture of dioxane and ethanol at 80 deg for 30 minutes. Brow solid, 50% yield, MS (m/e): 282.2 (M−H, 100%)

Sources & evidence

ORD record
ord-6c45ec37b3dc410e86b29d080d7e8775
Source dataset
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07462617B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes