HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490974Generated: October 26, 2026
Water → 2-Amino-5-Chloro-N,3-Dimethylbenzamide
https://huagongshe.com/reaction/490974
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Methyl 2-amino-5-chloro-3-methylbenzenecarboxylate | HCID 12744623 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Amino-5-Chloro-N,3-Dimethylbenzamide | HCID 25068251 | 85.5% |
Reaction Steps
To a suspension of methyl 2-amino-5-chloro-3-methylbenzoate (i.e. the product of Example 2) (4.03 g, 20.2 mmol) in acetonitrile (12.4 g) was added a solution of methylamine (3.1 g, 0.10 mol) in ethylene glycol (12.4 g). The mixture was heated at 60° C. for 23 h, and then cooled to room temperature. Water (25 mL) was added dropwise, and the resulting slurry was cooled to 5° C. and stirred for 10 minutes at this temperature. The mixture was filtered, and the solids were washed with water (3×10 mL), and dried under nitrogen to afford the title compound as white needles, 3.43 g (85.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07528260B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-ca9a841fc1b94c14a6523cd1297a8bb9 |
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| Source note | uspto-grants-2009_05 |
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