HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061127Generated: November 4, 2026
5-Chloro-2-nitroaniline → 5-Methoxy-2-nitroaniline
https://huagongshe.com/reaction/1061127
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Methoxy-2-nitroaniline | HCID 85300 | 99% |
Reaction Steps
To a solution of 5-chloro-2-nitroaniline (5.0 g) in dimethylformamide (25 ml) was added 24% sodium methoxide in methanol (11 ml) and the mixture was heated at 80° C. for 4 hours. At the end of this time, the reaction mixture was cooled to room temperature and partitioned between ethyl acetate and water. The extract was washed with 20% aqueous sodium chloride solution and insoluble material was filtered off. The filtrate was concentrated in vacuo to give the desired compound (4.8 g, yield 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06525220B2 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-9e9bf923a03f4a33a97cb356cb3bc4ff |
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| Source note | uspto-grants-2003_02 |
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