HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 8-Chloro-6-(2,4-dichlorophenyl)imidazo[1,2-a]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-(2,4-Dichlorophenyl)imidazo[1,2-a]pyrazin-8(7H)-one | HCID 58169989 | — |
| Product | 8-Chloro-6-(2,4-dichlorophenyl)imidazo[1,2-a]pyrazine | HCID 58170024 | — |
Reaction Steps
650 mg (2.3 mmol) of 6-(2,4-dichlorophenyl)imidazo[1,2-a]pyrazin-8(7H)-one (Example 4A) were dissolved in 7 ml of phosphoryl chloride and stirred under reflux for 12 h. The reaction mixture was poured into 100 ml of saturated sodium bicarbonate solution, and solid sodium bicarbonate was added until a pH of 7 had been reached. Ethyl acetate was added, and the mixture was extracted. The organic phase was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated on a rotary evaporator. Methanol was added to the residue, and the precipitated solid was filtered off and washed with methanol and diethyl ether and dried under high vacuum. This gave 400 mg (58% of theory) of the product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434731B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-20b7504545f046dc96ff1d943f97c29f |
| Source note | uspto-grants-2016_09 |