HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 6-chloro-N,N-dimethyl-5-nitropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 4,6-Dichloro-5-nitropyrimidine | HCID 20312 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-chloro-N,N-dimethyl-5-nitropyrimidin-4-amine | HCID 7113622 | — |
Reaction Conditions
| Temperature | -70 °C |
|---|
Reaction Steps
Dissolve 50 g (0.26 mol) of 4,6-dichloro-5-nitropyrimidine in 500 mL of CH2Cl2 and cool to -70° C. Add a solution of 24 mL (0.28 mol) dimethylamine, 70 mL (0.40 mol) of diisopropylethylamine, and 100 mL of CH2Cl2 over 30 minutes. Warm to room temperature and wash the reaction mixture with 500 mL of 20% K2CO3. Dry the CH2Cl2 portion over MgSO4, treat with charcoal filter, and remove the filtrate under vacuum. Crystallize the residue with ether to provide 4-dimethylamino-6-chloro-5-nitropyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05602252 |
| Source dataset | uspto-grants-1997_02 |
| ORD ID | ord-1887ab2d571c40ad9f712b9cc9024bf4 |
| Source note | uspto-grants-1997_02 |