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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482262Generated: October 30, 2026

Sodium Methoxide → HCID 178485720, compound

https://huagongshe.com/reaction/482262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant1-Amidino-4,4-dimethyl-2-oxoimidazolidine hydrobromideHCID 19063877—
Reactant2-cyano-3-ethoxyacrylic acid N-methyl-N-(3-trifluoromethylphenyl)amideHCID 53640287—
SolventMethanolHCID 887—
Solvent1-PropanolHCID 1031—
ProductHCID 178485720HCID 17848572076.3%

Reaction Conditions

Temperature45 °C

Reaction Steps

4.74 g (20 mmol) of 1-amidino-4,4-dimethyl-2-oxoimidazolidine hydrobromide were dissolved in 47 ml of boiling 1-propanol and, at 88°-90° C., 3.60 g (=3.67 ml, 20 mmol) of a 30% strength solution of sodium methylate in methanol were added. The resulting suspension was cooled to 45° C., stirred at 45° C. for 30 min and then cooled to 20° C., and 5.97 g (20 mmol) of 2-cyano-3-ethoxyacrylic acid N-methyl-N-(3-trifluoromethylphenyl)amide were added at 20° C., and the mixture was stirred at room temperature for 1.8 hours. The solid which had separated out was, after dilution of the pasty mass with 50 ml of ether, filtered off with suction and washed with ether. This product (initial crystals) and the residue from the original filtrate (mother liquor) were worked up further as described in Example 1 and dried. 6.23 g (=76.3% yield) of, according to TLC, virtually pure compound IV were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05795899
Source datasetuspto-grants-1998_08
ORD IDord-15e562511bde4f8c9bdbb3436fd7b4c2
Source noteuspto-grants-1998_08