HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(1-ethyl-1H-tetrazol-5-yl)-4'-methyl-biphenyl-3-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Silicon tetrachloride | HCID 24816 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 5-Ethylcarbamoyl-4'-methyl-biphenyl-3-carboxylic acid methyl ester | HCID 57851627 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-(1-ethyl-1H-tetrazol-5-yl)-4'-methyl-biphenyl-3-carboxylic acid methyl ester | HCID 57851628 | 89% |
Reaction Steps
Sodium azide (145.8 mg, 16.2 mmol) was added into a solution of 5-ethylcarbamoyl-4′-methyl-biphenyl-3-carboxylic acid methyl ester (210 mg, 0.7 mmol) and SiCl4 (0.62 mL, 5.4 mmol) in dry acetonitrile (14 mL). After the reaction was stirred at room temperature for 24 hours, the reaction mixture was poured into cold saturated aqueous Na2CO3 solution. This mixture was extracted with ethyl acetate and dried with anhydrous Na2SO4. Solvent was removed under reduced pressure to afford 200 mgs of 5-(1-ethyl-1H-tetrazol-5-yl)-4′-methyl-biphenyl-3-carboxylic acid methyl ester (yield 89%). MS (M+H)=323.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846945B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-50f6b3cbd72d4b62a2373eb5eed565d3 |
| Source note | uspto-grants-2014_09 |