HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-Chloro-5-nitropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-5-nitropyrimidine | HCID 521266 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloro-5-nitropyrimidin-4-amine | HCID 74716 | 90.1% |
Reaction Steps
Aqueous ammonia (8.0 ml) and N,N-diisopropylethylamine (13.2 ml) were dissolved into 150 ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitropyrimidine (10.0 g) in dichloromethane (30 ml) at 0° C. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for 1 hour. The precipitate was filtered off. The filter cake was recrystallized to obtain a yellow solid (8.1 g) in a yield of 90.1%. 1H NMR (400 MHz, DMSO-d6): δ 9.20 (s, 1H), 9.02 (s, 1H), 8.60 (s, 1H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096601B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-69558ff02a0444dab71bbcceb0f0c4dc |
| Source note | uspto-grants-2015_08 |