HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748334Generated: October 30, 2026
Methylamine → 4-chloro-N-methyl-2-nitroaniline
https://huagongshe.com/reaction/1748334
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 4-Chloro-1-fluoro-2-nitrobenzene | HCID 67660 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-chloro-N-methyl-2-nitroaniline | HCID 2736836 | 81.3% |
Reaction Steps
To a solution of 4-chloro-1-fluoro-2-nitrobenzene (832 mg, 4.7 mmol) in DMSO (10 mL) is added a 2M solution of methylamine (3.56 mL, 7.1 mmol) in tetrahydrofuran, followed by Hunig's base (1.2 mL, 7.1 mmol). The reaction flask is sealed and heated to 80° C. for 16 h. The reaction is cooled to room temperature and poured over ice water. The resulting solid is isolated by filtration to afford the title compound (713 mg, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150577B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-82fca2f2164c4eb1a6e08d0e642c13d3 |
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| Source note | uspto-grants-2015_10 |
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