Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 3-Cyano-5-nitrobenzotrifluoride | HCID 10727433 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90423520 | HCID 90423520 | 40.1% |
Reaction Steps
To a mixture of 3-nitro-5-(trifluoromethyl)benzonitrile (400 mg, 1.851 mmol) in DMF (20 mL) was added sodium azide (361 mg, 5.55 mmol) at rt. The mixture was stirred at 120° C. overnight. LCMS showed the reaction was finished. The reaction was quenched by water. The mixture was extracted with EA (20 mL×3), washed with water, and concentrated to give 5-(3-nitro-5-(trifluoromethyl)phenyl)-2H-tetrazole (220 mg, 0.743 mmol, 40.1% yield): 1H NMR (400 MHz, DMSO-d6) δ 9.03 (s, 1H), 8.73 (s, 1H), 8.66 (s, 1H), 7.92 (s, 1H). ES-LCMS m/z 260 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382238B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-1cb74f234e534b418754235ac22cd903 |
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| Source note | uspto-grants-2016_07 |
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