HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → methyl N-(3,4,5-trimethoxybenzoyl)-5-chloroanthranilate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3,4,5-trimethoxy- | HCID 78282 | — |
| Reactant | Methyl 2-amino-5-chlorobenzoate | HCID 78878 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | methyl N-(3,4,5-trimethoxybenzoyl)-5-chloroanthranilate | HCID 12852881 | 52.6% |
Reaction Steps
To a solution of 1.3 g of methyl 5-chloroanthranilate and 1.8 g of 3,4,5-trimethoxybenzoylchloride in 30 ml of tetrahydrofuran is added 1.5 g of triethylamine under cooling, and the mixture is stirred at room temperature for 2 hours and then heated under reflux for 1 hour. The reaction mixture is concentrated under reduced pressure and to the residue is added water. The precipitated crystals are collected by filtration and recrystallized from a mixture of chloroform and ether to obtain 1.4 g of methyl N-(3,4,5-trimethoxybenzoyl)-5-chloroanthranilate as colorless prisms.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04337270 |
| Source dataset | uspto-grants-1982_06 |
| ORD ID | ord-bbe189cfd4084886aeb9bfcdbb6ed370 |
| Source note | uspto-grants-1982_06 |