HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(2,4-Dichloropyrimidin-5-yl)-4-methoxy-3,5-dimethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 5-Amino-2,4-dichloropyrimidine | HCID 257797 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3,5-Dimethyl-4-methoxybenzoyl chloride | HCID 21435383 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(2,4-Dichloropyrimidin-5-yl)-4-methoxy-3,5-dimethylbenzamide | HCID 86675952 | 43% |
Reaction Steps
A solution of 3.2 g of 5-amino-2,4-dichloro-pyrimidine in 50 ml of ethyl acetate was added to a mixture of 25 ml of a saturated aqueous solution of sodium hydrogencarbonate and 25 ml of water. Then a solution of 4.9 g of 3,5-dimethyl-4-methoxybenzoyl chloride was added at room temperature over a period of 15 min. The mixture was mixed intensively for 4 h. Then the layers were separated and the aqueous layer was extracted twice with ethyl acetate. After drying over sodium sulfate and filtration the solvent was removed in vacuo to give 7.54 g of raw product. The raw product was triturated with 25 ml of isopropanol. After filtration and washing with 10 ml of isopropanol, 2.74 g of the title compound were obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040544B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-8444d82d49904dba868f2042bb0d88cc |
| Source note | uspto-grants-2015_05 |