HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2,6-Dichloro-5-methoxypyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4,6-Trichloro-5-methoxypyrimidine | HCID 20271136 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2,6-Dichloro-5-methoxypyrimidin-4-amine | HCID 59126927 | 88% |
Reaction Steps
2,4,6-Trichloro-5-methoxypyrimidine (1.0 g, 4.7 mmol, see U.S. Pat. No. 3,984,411 for preparation) was dissolved in 15 mL dry dimethyl sulfoxide (DMSO) and treated with a stream of ammonia gas for 30 min. The mixture was poured into 30 mL water and the precipitated product was collected by filtration and washed with water. This solid was dissolved in 40 mL ethyl acetate, washed twice with water, washed once with brine, dried and evaporated to give the title compound (800 mg, 88% yield): mp 155-156° C.: 1H NMR (DMSO-d6+D2O) δ 3.71 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426591B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-749d19b63aeb488f84d41998f8d60e2c |
| Source note | uspto-grants-2013_04 |