HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-(2-Chlorophenyl)-5-[2-(1-methyl-5-nitroimidazol-2-yl)-vinyl]-1,3,4-thiadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 1-Methyl-5-nitro-1H-imidazole-2-carbaldehyde | HCID 78487 | — |
| Reactant | 1,3,4-Thiadiazole, 2-(2-chlorophenyl)-5-methyl- | HCID 4313320 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | 2-(2-Chlorophenyl)-5-[2-(1-methyl-5-nitroimidazol-2-yl)-vinyl]-1,3,4-thiadiazole | HCID 70585261 | 53.4% |
Reaction Steps
21 g of 2-methyl-5-(2-chlorophenyl)-1,3,4-thiadiazole and 15.5 g of 1-methyl-5-nitroimidazole-2-carboxaldehyde are heated with 0.5 g of ZnCl2 in a mixture of 100 ml of acetic acid and 50 ml of acetic anhydride for 6 hours at reflux temperature. After cooling, ether is added to the reaction mixture, and the precipitated solid is washed with water and recrystallized from dimethylformamide. 18.5 g of product is obtained, corresponding to 53% of the theory. The compound melts at 239° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04218460 |
| Source dataset | uspto-grants-1980_08 |
| ORD ID | ord-d65725c68b8143cb8fd95170ce28354e |
| Source note | uspto-grants-1980_08 |