HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754132Generated: October 26, 2026
Oxalyl chloride → 2-bromo-3-methoxy-N-(1-methyl-1H-tetrazol-5-yl)-4-nitrobenzamide
https://huagongshe.com/reaction/1754132
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-methyl-1H-tetrazol-5-amine | HCID 138492 | — |
| Reactant | 2-Bromo-3-methoxy-4-nitrobenzoic acid | HCID 89766930 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-bromo-3-methoxy-N-(1-methyl-1H-tetrazol-5-yl)-4-nitrobenzamide | HCID 89768838 | 48% |
Reaction Steps
2-bromo-3-methoxy-4-nitrobenzoic acid (95 mg, 0.344 mmol) and 1-methyl-1H-tetrazol-5-amine (44 mg, 0.447 mmol) are dissolved in pyridine (6 ml). Oxalyl chloride (41 μl, 0.465 mmol) is slowly added dropwise, and the reaction mixture is subsequently warmed to 65° C. for 2 hours. The solvent is stripped off and the residue is separated by preparative HPLC. This gives 59 mg (0.165 mmol, yield 48%) of 2-bromo-3-methoxy-N-(1-methyl-1H-tetrazol-5-yl)-4-nitrobenzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09169219B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-fc0841cc52b4490fa9318db6b0ecaaf2 |
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| Source note | uspto-grants-2015_10 |
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