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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261069Generated: October 23, 2026

Oxalic Acid → 5-(2-Hydroxy-5-nitro-benzyl)-6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine

https://huagongshe.com/en/reaction/261069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
Reactant4-NitrophenolHCID 980—
Reactant1,4-DioxaneHCID 31275—
Reactant6-Methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridineHCID 20321991—
ReactantHCID 178486302HCID 178486302—
SolventEthanolHCID 702—
Product5-(2-Hydroxy-5-nitro-benzyl)-6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridineHCID 2039603727%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (6.3 g; 41 mmoles), p-nitro-phenol (5.7 g; 41 mmoles), polyoxymethylene (2.5 g; 83 mmoles) and dioxan (50 cc) is stirred at 80° C. during 4 hours. After concentration in vacuo, the residue is dissolved in ether and then treated with 0.5 equivalent oxalic acid in ethanol solution. The resulting semi-oxalate is filtered, washed with boiling methanol-water (1:3), filtered again and dried (M.p.= 214° C.; yield: 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04163852
Source datasetuspto-grants-1979_08
ORD IDord-3d13a2696d7346819c9049d84c7ccdfa
Source noteuspto-grants-1979_08