Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1457274Generated: November 2, 2026

Formamide → Ethyl formate

https://huagongshe.com/reaction/1457274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantMalonamideHCID 7911—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantSodium ethoxideHCID 2723922—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
SolventSodium MethoxideHCID 10942334—
ProductEthyl formateHCID 8025—
Product3,4-dihydro-2H-pyranHCID 8080—
ProductSodium ethoxideHCID 2723922—

Reaction Steps

The DHP yield was improved by approximately 30% to a maximum of 81% by A. Sommer, DE-OS 1 200 308 by reacting malonodiamide with formamide in alcoholic solution with more than 2 moles, advantageously with 3.0 to 3.9 moles, of alkali metal alkoxide. As opposed to Brown, this worker employed formamide in the examples in amounts of just over 2 moles per mole of malonodiamide. The alkali metal alkoxides used were sodium ethoxide in methanol and sodium methoxide in ethanol. In the latter case, the methanol was distilled off from the reaction mixture, thus dispensing with filtration of the salts which had precipitated. Ethyl formate instead of formamide yielded, together with sodium ethoxide, DHP in a yield of only 61.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05847139
Source datasetuspto-grants-1998_12
ORD IDord-392f83eff5da4871b4868b05c3caaadf
Source noteuspto-grants-1998_12