Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615508Generated: November 1, 2026

Ethyl iodoacetate → Ethyl 4-cyano-5-morpholin-4-ylthiophene-2-carboxylate

https://huagongshe.com/reaction/1615508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl iodoacetateHCID 12183—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Morpholin-4-yl-2-(morpholin-4-ylcarbonothioyl)acrylonitrileHCID 85239957—
SolventAcetonitrileHCID 6342—
ProductEthyl 4-cyano-5-morpholin-4-ylthiophene-2-carboxylateHCID 6862970887%

Reaction Steps

A mixture of 3-morpholin-4-yl-2-(morpholin-4-ylcarbonothioyl)acrylonitrile (0.07 g, 0.26 mmol), ethyl iodoacetate (0.034 mL, 0.29 mmol) and DIPEA (0.091 mL, 0.52 mmol) in ACN (0.55 mL) was subjected to microwave irradiation at 120° C. for 10 min. The crystals formed upon cooling were filtered, washed with cold MeOH and diethyl ether to give the title compound (0.06 g, 87%). LCMS: (AA) ES+ 267.1. 1H NMR (400 MHz, CDCl3) δ: 7.62 (s, 1H), 4.30 (q, 2H), 3.85-3.87 (m, 4H), 3.58-3.60 (m, 4H) and 1.34 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765746B2
Source datasetuspto-grants-2014_07
ORD IDord-8a1351c18bbb424593cc16a8245903a3
Source noteuspto-grants-2014_07