Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12578Generated: October 27, 2026

Methanol → HCID 178423778, compound

https://huagongshe.com/reaction/12578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCyanoacetamideHCID 7898—
ReactantSodium hydrideHCID 24758—
Reactant(E)-3-(Dimethylamino)-1-phenyl-2-p-tolylprop-2-en-1-oneHCID 59338827—
SolventDimethylformamideHCID 6228—
ProductHCID 178423778HCID 178423778—

Reaction Conditions

Temperature95 °C

Reaction Steps

A solution of (E)-3-(dimethylamino)-1-phenyl-2-p-tolylprop-2-en-1-one (Compound 113, 500 mg, 1.9 mmol), cyanoacetamide (175 mg, 2.1 mmol) and MeOH (0.2 ml, 2.2 mmol) in DMF (4 ml) was cannulated into a suspension of NaH (119 mg, 4.7 mmol, 95% in mineral oil) in DMF (2 ml) at room temperature. After the addition was completed, the reaction was heated to 95° C. for 2 hours. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over MgSO4, concentrated in vacuo. The solid residue was triturated with diethyl ether, filtered and dried under high vacuum to yield the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728014B2
Source datasetuspto-grants-2010_06
ORD IDord-40e5d926e818402a9e42f4951eaccddd
Source noteuspto-grants-2010_06