Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 1,3-Propanedithiol | HCID 8013 | — |
| Reactant | 2-Pyridinecarboxaldehyde | HCID 14273 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 13720638 | HCID 13720638 | 85.2% |
Reaction Steps
A solution of pyridine-2-carboxaldehyde (26.7 g), propane-1,3-dithiol (94.4 g) and paratoluenesulphonic acid (3.7 g) in 1,2-dichloroethane (2500 cc) is kept at the boil for 20 hours so that the water formed is removed by azeotropic distillation. After cooling to 5° C., the reaction mixture is washed twice with an approximately 7 N aqueous solution of potassium hydroxide (540 cc in total) and then four times with distilled water (1400 cc in total). The organic solution is dried over anhydrous sodium sulphate and filtered and the filtrate is concentrated under reduced pressure (20 mm Hg; 2.7 kPa) at 40° C. 2-(Pyrid-2-yl)-1,3-dithiane (41.9 g) is thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04379154 |
|---|
| Source dataset | uspto-grants-1983_04 |
|---|
| ORD ID | ord-09eb264b2d534f8a801cb91ea670bce3 |
|---|
| Source note | uspto-grants-1983_04 |
|---|