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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18462Generated: October 25, 2026

Benzaldehyde, 2-hydroxy-5-methyl- → 2-[[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-methyl]-4-methyl-phenol

https://huagongshe.com/reaction/18462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehyde, 2-hydroxy-5-methyl-HCID 69184—
ReactantAzidotrimethylsilaneHCID 78378—
Reactant1H-Imidazole-1-propanamineHCID 78736—
Reactant1-Chloro-4-(isocyanomethyl)benzeneHCID 2757409—
SolventMethanolHCID 887—
Product2-[[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-methyl]-4-methyl-phenolHCID 25062241—

Reaction Steps

3-Imidazol-1-yl-propylamine (1 mmol) and 2-Hydroxy-5-methyl-benzaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours Trimethylsilylazide (5 mmol) and 1-Chloro-4-isocyanomethyl-benzene (1 mmol) was added. The reaction was stirred at room temperature for 48 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741354B2
Source datasetuspto-grants-2010_06
ORD IDord-9eb22706214142e0979a67926478b28b
Source noteuspto-grants-2010_06