HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(dimethoxymethyl)-N-methylethanamine → N'-(2-Chloro-4-{[3-(1-chlorocyclopropyl)-1,2,4-thiadiazol-5-yl]oxy}-5-methylphenyl)-N-ethyl-N-methylimidoformamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(dimethoxymethyl)-N-methylethanamine | HCID 23017846 | — |
| Reactant | HCID 67079238 | HCID 67079238 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N'-(2-Chloro-4-{[3-(1-chlorocyclopropyl)-1,2,4-thiadiazol-5-yl]oxy}-5-methylphenyl)-N-ethyl-N-methylimidoformamide | HCID 44546591 | 86.5% |
Reaction Steps
0.63 g (1.86 mmol) of 2-chloro-4-{[3-(1-chlorocyclopropyl)-1,2,4-thiadiazol-5-yl]oxy}-5-methylaniline is dissolved in 5 ml of toluene and treated with 0.50 g (3.71 mmol) of N-ethyl-N-methylformamide dimethyl acetal. The reaction mixture is refluxed for 12 h, subsequently cooled, freed from solvent under vacuum and purified by column chromatography. 0.62 g of product is obtained (82.0% purity, 71.3% yield; log P (pH 2.3)=1.62).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334235B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9f184e422aec482db7c468337c3e2f4e |
| Source note | uspto-grants-2012_12 |