Chloroacetic Acid → HCID 68814711, compound

HRID 1436654

Reaction equation

HRID 1436654 reaction equation
S([O-])([O-])=S.[Na+].[Na+].[C:7](=O)(O)[O-].[Na+].[Br:12][C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([S:23](Cl)(=[O:25])=[O:24])[C:21]=1[F:22])[C:16]([OH:18])=[O:17].ClCC(O)=O.[OH-].[Na+]>O>[Br:12][C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([S:23]([CH3:7])(=[O:25])=[O:24])[C:21]=1[F:22])[C:16]([OH:18])=[O:17]

Participants

7

Reactant 5

HCID 300Chloroacetic AcidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 15847209sodium thiosulfite anhydrousHCID 509984803-Bromo-4-fluoro-5-(chlorosulfonyl)benzoic acid

Product 1

HCID 68814711HCID 68814711, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To sodium thiosulfite (2.6 g, 20.7 mmol) and sodium bicarbonate (1.74 g, 20.7 mmol) in water (20 mL) at 75° C. add 3-bromo-5-chlorosulfonyl-4-fluorobenzoic acid (6.25 g, 19.7 mmol) in portions over 5 min. After 1 h, cool to room temperature and add chloroacetic acid (5.29 g, 56 mmol) and NaOH (1.18 g, 29.5 mmol) and reflux 16 h. Cool to room temperature and collect the title compound as a solid

Workup

  1. temperaturereflux 16 h
  2. temperatureCool to room temperature
  3. customcollect the title compound as a solid

Sources & evidence

ORD record
ord-e399c86df21841eeb6b0c4feb724ebe2
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Linked notes

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