Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-(Chloromethyl)benzoic acid | HCID 241752 | — |
| Reactant | Ethyl 2-amino-4,5-bis(2-methoxyethoxy)benzoate | HCID 11347513 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66638013 | HCID 66638013 | 75% |
Reaction Steps
2-Amino-5-methoxy-benzoic acid methyl ester (compound A) (2.2 g) produced by the above process was dissolved in anhydrous methylene chloride (40 ml), pyridine (1.5 ml) and 3-(chloromethyl)benzoyl chloride (compound B) (2.1 ml) was added dropwise to the solution at 0° C., and the mixture was then stirred at room temperature for 15 min. After the completion of the reaction, distilled water was added thereto at room temperature, and the mixture was then subjected to separatory extraction with chloroform. The organic layer was washed with saturated brine, was dried over sodium sulfate, and was then concentrated under the reduced pressure to precipitate crystals. The crude crystals were collected by Kiriyama Rohto and was washed with ether to give 2-(3-chloromethyl-benzoylamino)-5-methoxybenzoic acid methyl ester (3.0 g, yield 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08134015B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-9fccc1680d2f4ad0911e701cea7a335e |
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| Source note | uspto-grants-2012_03 |
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