1,2-Ethanedithiol → HCID 15615650, compound

HRID 727746Notes

Reaction equation

HRID 727746 reaction equation
[CH2:1]([SH:4])[CH2:2][SH:3].[Cl:5][C:6]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:7]=1[CH:8]=O>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Cl:5][C:6]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:7]=1[CH:8]1[S:4][CH2:1][CH2:2][S:3]1

Participants

5

Reactant 2

HCID 109021,2-EthanedithiolHCID 729332-Chloro-5-nitrobenzaldehyde

Product 1

HCID 15615650HCID 15615650, compoundYield 97.2%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 1140TolueneSolvent

Procedure

9.9 g of ethane 1,2-dithiol are added to 18.6 g of 2-chloro-5-nitrobenzaldehyde and 0.5 g of p-toluenesulfonic acid in 250 ml of toluene and the mixture is refluxed for 5 hours under a water separator. After the mixture has been cooled, the solvent is removed, the residue is stirred with petroleum ether and the product is filtered off and dried. 25.5 g of 4-chloro-3-(1,3-dithio-lan-2-yl)-nitrobenzene (mp. 130-131° C.) are obtained.

Workup

  1. temperaturethe mixture is refluxed for 5 hours under a water separator
  2. temperatureAfter the mixture has been cooled
  3. customthe solvent is removed
  4. filtrationthe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-f2a192ad828a4a9f898376d32f1310c8
Source dataset
uspto-grants-1991_09
Patent number
US05045105

Reaction notes

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