HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-Methyl-5-(4-bromophenyl)tetrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-(4-Bromophenyl)-1H-tetrazole | HCID 766141 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Methyl-5-(4-bromophenyl)tetrazole | HCID 610977 | — |
Reaction Steps
A mixture of 3.5 mmol of 5-(4-bromo-phenyl)-2H-tetrazole, 0.2 mmol of tetrabutyl ammonium bromide, 4.4 mmol of methyl iodide, 6 ml of 1M aqueous sodium hydroxide and 6 ml of dichloromethane were stirred at room temperature for 24 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried, evaporated and the product purified by column chromatography (SiO2; cyclohexane/ethyl acetate 7:3). MS (m/e): 239.1 (MH+, 29%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605163B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-70004881b1454346929063ab3147128b |
| Source note | uspto-grants-2009_10 |