HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl iodoacetate → Ethyl 4-cyano-5-morpholin-4-ylthiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl iodoacetate | HCID 12183 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Morpholin-4-yl-2-(morpholin-4-ylcarbonothioyl)acrylonitrile | HCID 85239957 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 4-cyano-5-morpholin-4-ylthiophene-2-carboxylate | HCID 68629708 | 87% |
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 MWI at 120° C. for 10 min. The crystals formed upon cooling were filtered, washed with cold MeOH and diethyl ether to give ethyl 4-cyano-5-morpholin-4-ylthiophene-2-carboxylate (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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029411B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-6aa1f85459df43908abba506c75312ec |
| Source note | uspto-grants-2015_05 |