HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414260Generated: November 2, 2026
Methanol → Methyl 4-chloro-3-(methoxycarbonylaminomethyl)benzoate
https://huagongshe.com/reaction/2414260
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium cyanate | HCID 11378442 | — |
| Reactant | Methyl 3-(bromomethyl)-4-chlorobenzoate | HCID 12144656 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 4-chloro-3-(methoxycarbonylaminomethyl)benzoate | HCID 22645128 | — |
Reaction Steps
16.0 g of the obtained methyl 3-bromomethyl-4-chlorobenzoate, 15.0 g of potassium cyanate and 35 ml of methanol were added to 200 ml of N,N-dimethylformamide, followed by stirring at 90° C. for 4 hours. After completion of the reaction, water was added to the reaction mixture, extraction with ethyl acetate was carried out, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with isopropanol to obtain 25.2 g of methyl 4-chloro-3-(methoxycarbonylaminomethyl)benzoate as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06812229B1 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-d4526409a12a456bb193fe73c51b7090 |
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| Source note | uspto-grants-2004_11 |
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