Benzaldehyde → HCID 19885446, compound

HRID 846455Notes

Reaction equation

HRID 846455 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[SH:9][CH2:10][CH2:11][C:12]([OH:14])=[S:13]>ClCCl.[I-].[Zn+2].[I-]>[O:14]=[C:12]1[S:13][CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[S:9][CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 240BenzaldehydeHCID 178526198HCID 178526198, compound

Product 1

HCID 19885446HCID 19885446, compound

Reagents, catalysts & solvents 2

HCID 9883512zinc(II)iodideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

To a solution of benzaldehyde (1.06 g, 10 mm) and 3-mercaptothiopropionic acid (1.22 g, 10 mm) in dichloromethane (25 cc) was added dry zinc iodide (1 mm, 320 mg) and the mixture was refluxed for 3.5 hrs. It was cooled to room temperature, diluted with dichloromethane and successively washed with IN HCl, brine and dried with sodium sulphate. Removal of the solvent yielded the essentially pure title compound.

Workup

  1. temperaturethe mixture was refluxed for 3.5 hrs
  2. washsuccessively washed with IN HCl, brine
  3. dry with materialdried with sodium sulphate
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-6592b3dddf2842b4bc3440dbb4e02f5f
Source dataset
uspto-grants-1992_08
Patent number
US05136034

Reaction notes

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