HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470711Generated: November 2, 2026
Dimethyl Sulfate → Benzoic acid, 2-amino-3-chloro-, methyl ester
https://huagongshe.com/reaction/1470711
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Amino-3-chlorobenzoic acid | HCID 80807 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Benzoic acid, 2-amino-3-chloro-, methyl ester | HCID 11030511 | 96% |
Reaction Steps
5.13 g (0.03 mol) of 2-amino-3-chlorobenzoic acid, ml of toluene, 0.97 g (0.003 mol) of tetrabutylammonium bromide, and 4.54 g (0.04 mol) of dimethyl sulfate were added to a 100 ml four-necked flask equipped with a stirrer, a reflux condenser, a thermometer, and a dropping funnel, and a mixture of 4.56 g (0.033 mol) of potassium carbonate and 9 ml of toluene was added dropwise with stirring at 80° C. Then, the mixture was stirred at 80° C. for 1 hour. The solution was analyzed by HPLC by the absolute calibration method, and as a result, the yield was 96%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006477B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-f12928dbd62846498c176d9ec347d926 |
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| Source note | uspto-grants-2015_04 |
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