HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-(4-Allyloxy-3,5-dimethyl-phenyl)-5-(4-isobutyl-3-methyl-thiophen-2-yl)-[1,3,4]oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| Reactant | 4-allyloxy-3,5-dimethyl-benzoic acid N'-(4-isobutyl-3-methyl-thiophene-2-carbonyl)-hydrazide | HCID 67351408 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-Allyloxy-3,5-dimethyl-phenyl)-5-(4-isobutyl-3-methyl-thiophen-2-yl)-[1,3,4]oxadiazole | HCID 67350662 | 118.3% |
Reaction Steps
A solution of 4-allyloxy-3,5-dimethyl-benzoic acid N′-(4-isobutyl-3-methyl-thiophene-2-carbonyl)-hydrazide (160 mg, 0.4 mmol) and (methoxycarbonyl-sulfamoyl)triethylammonium hydroxide (350 mg, 1.27 mmol) in dry THF (5 mL) is heated at 110° C. in a microwave oven for 6 min. The mixture is poured into diethyl ether (10 mL) and washed with 1M aq. HCl (10 mL). The aq. phase is re-extracted with ether (10 mL). The combined organic extracts are dried (Na2SO4), filtered and evaporated to give 181 mg of crude 2-(4-allyloxy-3,5-dimethyl-phenyl)-5-(4-isobutyl-3-methyl-thiophen-2-yl)-[1,3,4]oxadiazole; LC-MS: tR=1.23 min, [M+1]+=383.35.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003800B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-3b7ad54978de4b2fb19bdc5b1765a146 |
| Source note | uspto-grants-2011_08 |