1,3-Propanedithiol → HCID 5142042, compound

HRID 1934879Notes

Reaction equation

HRID 1934879 reaction equation
[CH:1](=O)[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[CH2:11]([SH:15])[CH2:12][CH2:13][SH:14]>ClCCl>[C:5]1([CH:6]2[S:15][CH2:11][CH2:12][CH2:13][S:14]2)[CH:8]=[CH:9][C:2]([CH:1]2[S:15][CH2:11][CH2:12][CH2:13][S:14]2)=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 80131,3-PropanedithiolHCID 12173Terephthalaldehyde

Product 1

HCID 5142042HCID 5142042, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

In a three-neck flask, 100 ml in inner volume, made of glass and provided with a stirrer, 4.0 g (30 mmols) of terephthal aldehyde and 30 g of dichloromethane were placed. The reactants, after having added 8.1 g (75 mmols) of 1,3-propane dithiol, were stirred continuously at 25° C. for 20 minutes and, after having subsequently added 6.3 ml (50 mmols) of a boron trifluoride diethyl ether complex, further stirred continuously at 25° C. for two hours, to form a white precipitate. The resultant white precipitate was filtered, to obtain 6.6 g (70% in yield) of 2,2′-(1,4-phenylene) bis-1,3-dithian (hereinafter referred to as “Intermediate (3)”).

Workup

  1. customIn a three-neck flask, 100 ml in inner volume, made of glass
  2. customprovided with a stirrer
  3. stirringfurther stirred continuously at 25° C. for two hours
  4. customto form a white precipitate
  5. filtrationThe resultant white precipitate was filtered

Sources & evidence

ORD record
ord-f6ba204b3f99414eb78bc08b0d8baa4b
Source dataset
uspto-grants-2002_05
Patent number
US06384289B1

Reaction notes

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