HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Chlorovaleroylamino-2-benzylmercapto-1,3,4-thiadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Chlorovaleryl chloride | HCID 74089 | — |
| Reactant | 1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)- | HCID 99285 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Chlorovaleroylamino-2-benzylmercapto-1,3,4-thiadiazole | HCID 15665950 | 90% |
Reaction Steps
1.5 ml (13 mmole) of Et3N, 1.38 g of 5-chlorovaleroyl chloride and 80 ml of 4-DMAP are successively added to 2 g of 5-amino-2-benzylmercapto-1,3,4-thiadiazole (8.9 mmole) suspended in 5 ml of anhydrous methylene chloride at room temperature with stirring and under nitrogen atmosphere. The reaction is checked by TLC (10% methanol in chloroform) and it is complete after 3 hours. The solid product so formed is filtered, washed with water and purified by crystallization from ethanol. 2.7 g of 5-chlorovaleroylamino-2-benzylmercapto-1,3,4-thiadiazole is obtained with melting point 145°-148° C. and 90% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05010204 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-b76f5b753f924e5f957d9c8d832f8932 |
| Source note | uspto-grants-1991_04 |