HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dinitrotoluene → N,N-Dimethyl-2-(5-methyl-2-nitroanilino)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dinitrotoluene | HCID 11883 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]- | HCID 112414 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N,N-Dimethyl-2-(5-methyl-2-nitroanilino)ethanamine | HCID 18993729 | 80% |
Reaction Steps
To a stirred solution of 3,4-dinitrotoluene (3.64 g, 20 mmol) and N,N-dimethylethylenediamine (1.76 g, 20 mmol) was heated at 80° C. in dimethyl sulfoxide and catalytic amount of TDA-1 for 2 hours. N,N-Dimethyl-2-(5-methyl-2-nitroanilino)ethanamine was isolated in 80% yield (3.6 g, 16 mmol) after aqueous work-up. Quaternization was achieved in quantitative yield with methyl iodide and dimethylformamide. Its melting point was 225°-7° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05135543 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-456301b9343f4a538becc55c45e476ae |
| Source note | uspto-grants-1992_08 |