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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370308Generated: November 1, 2026

Triethylamine → HCID 140572978, compound

https://huagongshe.com/reaction/2370308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
ReactantOxalyl chlorideHCID 65578—
Reactant6‐({[(Z)‐[(1‐Methyl‐1H‐1,2,3,4‐tetrazol‐5‐ yl)(phenyl)methylidene]amino]oxy}methyl)pyridin‐2‐ amineHCID 58567424—
ReactantHCID 76832219HCID 76832219—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 140572978HCID 14057297850.9%

Reaction Steps

0.12 g (0.70 mmol) of 2-n-propoxyimino-propionic acid ethyl ester was dissolved in 2 ml of methanol and 0.035 g (0.91 mmol) of sodium hydroxide was added to the resulting solution, followed by stirring for 1 hour at room temperature. The solvent was distilled off under reduced pressure, and neutralized with 2N hydrochloric acid, and extracted with chloroform. The organic layer was dried by adding magnesium sulfate, and concentrated tinder reduced pressure to obtain a white solid substance. The white solid substance was dissolved in 5 ml of methylene chloride, and stirred for 40 minutes at room temperature after adding 0.11 g (0.84 mmol) of oxalyl chloride, and concentrated tinder reduced pressure. The residue was dissolved in 5 ml of methylene chloride and stirred for 1 hour at room temperature after adding 0.10 g (0.99 mmol) of triethylamine and 0.14 g (0.45 mmol) of (Z)-(1-methyl-1H-tetrazol-5-yl)phenyl methanone-O-[2-aminopyridin-6-yl methyl]-oxime. The solvent was distilled off and the resulting residue was purified by silica gel column chromatography (eluent: hexane:ethyl acetate=4:1 (v/v)) to obtain 0.10 g of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710084B2
Source datasetuspto-grants-2014_04
ORD IDord-9c100a68cc064d919005989fdd9c9471
Source noteuspto-grants-2014_04