HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → Ethyl 6-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-benzothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| Reactant | Ethyl 6-{2-[2-(4-methoxybenzoyl)hydrazino]-2-oxoethyl}-1-benzothiophene-2-carboxylate | HCID 59424237 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 6-{[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methyl}-benzothiophene-2-carboxylate | HCID 59424234 | 94% |
Reaction Steps
A solution of ethyl 6-{2-[2-(4-methoxybenzoyl)hydrazino]-2-oxoethyl}-1-benzothiophene-2-carboxylate (78 mg, 0.19 mmol) and (methoxycarbonylsulfamoyl)-triethylammonium hydroxide, inner salt (113 mg, 0.47 mmol) in THF was heated to 100° C. in the microwave for 10 minutes. The reaction was filtered through a pad of silica and washed with ethyl acetate. The organics were evaporated to dryness to give 70 mg (94%) of the title compound as a clear oil. LC/MS (EI): cal'd 395.1 (MW), exp 395.1 (MW).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772238B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-251e4cdac0f443e7ac30a0e81931bdf7 |
| Source note | uspto-grants-2010_08 |