HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67451926, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 82093952 | HCID 82093952 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 67451926 | HCID 67451926 | 81.8% |
Reaction Steps
To a solution of 4-amino-6-(4-bromophenyl)pyrimidine-2(1H)-thione (53.90 g, 191.0 mmol) and iodoethane (16.96 mL, 210.1 mmol) in 200 mL of DMSO was slowly added 200 mL of aqueous saturated sodium bicarbonate at ambient temperature with stirring. The reaction was allowed to stir for 1 hour before iodoethane (8.0 mL, 99.1 mmol) was added. The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was poured into 500 mL of water and stirred for 20 minutes. The solid was collected by means of vacuum filtration and was dried under high vacuum overnight to afford 6-(4-bromophenyl)-2-(ethylthio)pyrimidin-4-amine (51.0 g, 156.2 mmol, 81.76% yield). MS (apci) m/z=310.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962596B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-e1d88dd8cd5e42e19e42d4f0770f3e49 |
| Source note | uspto-grants-2015_02 |