Sodium Hydroxide → HCID 72334040, compound

HRID 1963019Notes

Reaction equation

HRID 1963019 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([CH2:7][O:8][C:9]2[C:10]([F:18])=[C:11]([C:14]([F:17])=[CH:15][CH:16]=2)[C:12]#[N:13])[S:5][CH:6]=1.Cl.[NH2:20][OH:21].[OH-].[Na+]>CCO>[Br:1][C:2]1[N:3]=[C:4]([CH2:7][O:8][C:9]2[C:10]([F:18])=[C:11]([C:14]([F:17])=[CH:15][CH:16]=2)[C:12](=[N:20][OH:21])[NH2:13])[S:5][CH:6]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 59591443HCID 59591443, compound

Product 1

HCID 72334040HCID 72334040, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-((4-bromothiazol-2-yl)methoxy)-2,6-difluorobenzonitrile (0.10 g, 0.30 mmol) in EtOH (5 ml) was added hydroxylamine hydrochloride (0.103 g, 1.50 mmol) and NaOH (0.060 g, 1.50 mmol). The resulting reaction mixture was refluxed for 3 h. After the completion of the reaction (TLC monitoring), the mixture was concentrated, added EtOH and filtered. The filtrate was evaporated in vaccuo and used as such for the next step (crude yield 0.07 g, 63%). MS: 363.93 (M+H)+.

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed for 3 h
  3. customAfter the completion of the reaction (TLC monitoring)
  4. concentrationthe mixture was concentrated
  5. additionadded EtOH
  6. filtrationfiltered
  7. customThe filtrate was evaporated in vaccuo

Sources & evidence

ORD record
ord-96d50dd39c404e17b932df92bacdec3f
Source dataset
uspto-grants-2013_04
Patent number
US08415383B2

Reaction notes

Loading…