Hydrochloric Acid → HCID 20205054, compound

HRID 978080Notes

Reaction equation

HRID 978080 reaction equation
Br[CH:2]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].[OH:12][C:13]1[CH:21]=[CH:20][CH:19]=[C:18]([SH:22])[C:14]=1[C:15]([OH:17])=[O:16].Cl>[OH-].[Na+]>[C:6]1([CH:2]([S:22][C:18]2[CH:19]=[CH:20][CH:21]=[C:13]([OH:12])[C:14]=2[C:15]([OH:17])=[O:16])[C:3]([OH:5])=[O:4])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 97919Bromo(phenyl)acetic acidHCID 14919054HCID 14919054, compound

Product 1

HCID 20205054HCID 20205054, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

α-Bromophenylacetic acid (0.26 g, 1.2 mmol) was added to a solution of 2-hydroxy-6-mercaptobenzoic acid (0.20 g, 1.2 mmol) in 1N aqueous sodium hydroxide (25 ml). The reaction mixture was stirred at reflux temperature for 1 hour under a nitrogen atmosphere. The cooled reaction mixture was acidified with 2N hydrochloric acid. The solid that precipitated out was collected by filtration, washed with water, and dried in vacuo over calcium sulfate; yield 0.20 g (38%). NMR (CDCl3, 60 MHz): δ4.86 (s, SCHCO2H) p.p.m.

Workup

  1. temperatureat reflux temperature for 1 hour under a nitrogen atmosphere
  2. customThe cooled reaction mixture
  3. customThe solid that precipitated out
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. dry with materialdried in vacuo over calcium sulfate

Sources & evidence

ORD record
ord-6bac6b2c8bff438680a428813b282ca4
Source dataset
uspto-grants-1987_05
Patent number
US04663344

Reaction notes

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