Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 5-(Chloromethyl)-4-methyl-1,2,3-thiadiazole | HCID 12913708 | — |
| Product | HCID 18327524 | HCID 18327524 | 77% |
Reaction Steps
To 50 ml of acetonitrile were added 7.0 g (47 mmol) of 5-chloromethyl-4-methyl-1,2,3-thiadiazole and 9.0 g (94 mmol) of sodium formimide. After stirring the resulting mixture for 16 hours with heating under reflux, the reaction mixture was cooled to the room temperature, a saturated aqueous solution of sodium chloride was added, the objective product was extracted with ethyl acetate, the organic layer was washed with water and dried, and the solvent was distilled off under reduced pressure. Then, while stirring the resulting crystalline product together with 40 ml of water, 30 ml of concentrated hydrochloric acid was added. After ten minutes, water and hydrochloric acid were distilled off, and the residue was washed with ethyl acetate. Thus, 6.6 g of the objective compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06337341B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-3d83808c07e4486481648a2785af216f |
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| Source note | uspto-grants-2002_01 |
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