Water → 6-(Trifluoromethyl)imidazo[2,1-b][1,3]thiazole-5-carboxylic acid

HRID 1671694Notes

Reaction equation

HRID 1671694 reaction equation
Cl([O-])=O.[Na+].[OH2:5].O.P([O-])(O)(O)=O.[Na+].O.[F:14][C:15]([F:27])([F:26])[C:16]1[N:17]=[C:18]2[N:22]([C:23]=1[CH:24]=[O:25])[CH:21]=[CH:20][S:19]2>CC(O)(C)C>[F:27][C:15]([F:26])([F:14])[C:16]1[N:17]=[C:18]2[N:22]([C:23]=1[C:24]([OH:5])=[O:25])[CH:21]=[CH:20][S:19]2

Participants

6

Reactant 4

HCID 962WaterHCID 37608506-(Trifluoromethyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehydeHCID 23668197Sodium ChloriteHCID 23673460Sodium Phosphate, Monobasic, Dihydrate

Product 1

HCID 574371426-(Trifluoromethyl)imidazo[2,1-b][1,3]thiazole-5-carboxylic acidYield 55%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A solution of sodium chlorite 418.986 mg (4.633 mmol) and sodium dihydrogen phosphate dihydrate 553.971 mg (3.551 mmol) in water 3.94 mL (218.895 mmol) was added dropwise to a solution of 6-trifluoromethyl-imidazo[2,1-b]thiazole-5-carbaldehyde 119 mg (0.54 mmol) in t-BuOH (3.94 mL). The mixture was stirred for 2 h30 at RT. The mixture was then concentrated in vacuo to remove t-BuOH, a white precipitate was formed and filtered to give the title compound as a white solid (70 mg, 55%).

Workup

  1. concentrationThe mixture was then concentrated in vacuo
  2. customto remove t-BuOH
  3. customa white precipitate was formed
  4. filtrationfiltered

Sources & evidence

ORD record
ord-4b8ad272ef8d4b3b996fb06a9c5ffa61
Source dataset
uspto-grants-2011_08
Patent number
US07994336B2

Reaction notes

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