Hydrochloric Acid → HCID 14919054, compound

HRID 978079Notes

Reaction equation

HRID 978079 reaction equation
CN(C)C(=O)[S:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11]C(=O)C)[C:6]=1[C:15]([O:17]C)=[O:16].[OH-].[Na+].Cl>C(O)C>[OH:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([SH:4])[C:6]=1[C:15]([OH:17])=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20205039HCID 20205039, compound

Product 1

HCID 14919054HCID 14919054, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of S-3-acetoxy-2-carbomethoxyphenyl dimethylthiocarbamate (0.70 g, 2.7 mmol) and 20% aqueous sodium hydroxide (60 ml) in ethanol (20 ml) was stirred at reflux temperature for 18 hours. The cooled mixture was acidified by the addition of concentrated hydrochloric acid. The resulting mixture was extracted with diethyl ether, and the combined organic extracts were washed with water, saturated aqueous sodium chloride solution, dried (sodium sulfate), and evaporated to give 2-hydroxy-6-mercaptobenzoic acid as a light brown solid; yield 0.29 g (63%).

Workup

  1. temperatureat reflux temperature for 18 hours
  2. extractionThe resulting mixture was extracted with diethyl ether
  3. washthe combined organic extracts were washed with water, saturated aqueous sodium chloride solution
  4. dry with materialdried (sodium sulfate)
  5. customevaporated

Sources & evidence

ORD record
ord-790d8704ec854797a243cff1ce2e1eb9
Source dataset
uspto-grants-1987_05
Patent number
US04663344

Reaction notes

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