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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098308Generated: November 1, 2026

Diethyl Ether → HCID 44128897, compound

https://huagongshe.com/reaction/2098308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDiethyl (isocyanatomethyl)phosphonateHCID 15739370—
Reactant4-Diazo-4H-imidazole-5-carboxamideHCID 53426585—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 44128897HCID 4412889794.6%

Reaction Steps

Isocyanatomethyl-phosphonic acid diethyl ester (953 mg, 6.95 mmol) in EtOAc (10 mL) was added drop wise to a suspension of 5-diazoimidazole-4-carboxamide (0.5 g, 3.65 mmol) in dry dimethylsulfoxide (10 mL) at room temperature under nitrogen. The resulting mixture was stirred at room temperature for 16 hours. The mixture was poured into Et2O and the resultant collected by filtration and washed with Et2O (3 reaction volumes) and dried to give the title compound as a solid (1.14 g, 50%). 1H NMR (400 MHz, d6-DMSO) δ ppm: 8.91 (1H, s), 7.88 (1H, s), 7.74 (1H, s), 4.85 (2H, t, J=11.2 Hz), 4.12 (4H, m), 1.25 (6H, t, 7.2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450479B2
Source datasetuspto-grants-2013_05
ORD IDord-4935e962477b458d8fefc144d6e0e52b
Source noteuspto-grants-2013_05