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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant1-methyl-1H-tetrazol-5-amineHCID 138492—
Reactant2-Bromo-3-methoxy-4-nitrobenzoic acidHCID 89766930—
SolventPyridineHCID 1049—
Product2-bromo-3-methoxy-N-(1-methyl-1H-tetrazol-5-yl)-4-nitrobenzamideHCID 8976883848%

Reaction Conditions

Temperature65 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169219B2
Source datasetuspto-grants-2015_10
ORD IDord-fc0841cc52b4490fa9318db6b0ecaaf2
Source noteuspto-grants-2015_10