HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N2,N2-Dimethyl-5-nitropyridine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | 2-Chloro-5-nitropyridin-4-amine | HCID 10910058 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N2,N2-Dimethyl-5-nitropyridine-2,4-diamine | HCID 59515628 | 114% |
Reaction Steps
In a microwave tube, a solution of 4-amino-2-chloro-5-nitropyridine (prepared as described for compound 9) (200 mg; 1.16 mmol) in ethanol (2 ml) was treated sequentially with dimethylamine hydrochloride (471 mg; 5.78 mmol) and triethylamine (781 μl; 6.96 mmol). The tube was quickly sealed and irradiated in the microwave (CEM Discover, 150 W, 85° C., 10 min). The ethanol was evaporated, dichloromethane (15 ml) was added to dissolve the products, and the solution washed with 1M sodium hydroxide solution (2×10 ml). The organic layer was dried (sodium sulphate), the mixture filtered and the filtrate evaporated to dryness to afford N2,N2-dimethyl-5-nitro-pyridine-2,4-diamine (240 mg, 114%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816369B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-716ce1d8d0d143d6be227f297d4547e0 |
| Source note | uspto-grants-2010_10 |