HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl acetylenedicarboxylate → Methyl [3-cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl acetylenedicarboxylate | HCID 12980 | — |
| Reactant | Dicyclohexylthiourea | HCID 727200 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl [3-cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetate | HCID 3967510 | 76.8% |
Reaction Steps
A mixture of N,N'-dicyclohexylthiourea (10.0 g, 42 mmoles) and dimethylacetylenedicarboxylate (7.8 g, 55 mmoles) in methanol (100 mls) is stirred at room temperature for 16 hours, then warmed on a steambath for 45 minutes and cooled. The precipitate is filtered off, rinsed with cold methanol and dried. This gave the product as white crystals, (11.3 g), mp 97°-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04775677 |
| Source dataset | uspto-grants-1988_10 |
| ORD ID | ord-509049bbe55149f198cffb6800332198 |
| Source note | uspto-grants-1988_10 |