HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl acetylenedicarboxylate → Dimethyl 3-(m-Tolyl)-4,5-Isothiazoledicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl acetylenedicarboxylate | HCID 12980 | — |
| Reactant | 5-(3-Methylphenyl)-2H-1,3,4-oxathiazol-2-one | HCID 12437396 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | Dimethyl 3-(m-Tolyl)-4,5-Isothiazoledicarboxylate | HCID 12437411 | 52.2% |
Reaction Steps
5-m-Tolyl-1,3,4-oxathiazol-2-one (19.32 g, 0.1 mol) and dimethyl acetylenedicarboxylate (28.42 g, 0.2 mol) were heated at reflux in 60 ml of chlorobenzene as given above. After the initial crystallization from cold methanol, three recrystallization from diethyl ether/petroleum ether gave 15.18 g (0.0522 mol, 52.2%) of white solid, m.p. 53°-54.5°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04144047 |
| Source dataset | uspto-grants-1979_03 |
| ORD ID | ord-cac1fa4a6ccd4fcdaae3faa14ee2c93c |
| Source note | uspto-grants-1979_03 |