HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 9956790, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)- | HCID 99285 | — |
| Reactant | 4-Geranyloxybenzoic acid | HCID 12361500 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9956790 | HCID 9956790 | 21.1% |
Reaction Steps
Sodium hydride (0.6 g) and 2-amino-5-benzylthio-1,3,4-thiadiazole (1.6 g) were stirred in tetrahydrofuran (30 ml) for 30 minutes while being cooled with ice. 4-Geranyloxybenzoic acid (1.9 g) and carbonyldiimidazole (1.3 g) were stirred in tetrahydrofuran (30 ml) for 30 minutes at room temperature and the mixture was added to the former reaction mixture. The mixture was stirred for 4 hours at room temperature, and then concentrated under a vacuum. The residue, with water added thereto, was extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride, and then concentrated under a vacuum. The resulting solid was recrystallized from n-hexane/ethanol, thereby yielding 0.7 g of the aimed compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05912258 |
| Source dataset | uspto-grants-1999_06 |
| ORD ID | ord-a3bcb5f927824568bde0f00e3b79b7eb |
| Source note | uspto-grants-1999_06 |