HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanuric chloride → HCID 12148695, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxy-2-nitroaniline | HCID 66793 | — |
| Reactant | 2,6-Dichloronicotinic acid | HCID 854047 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 12148695 | HCID 12148695 | 22.5% |
Reaction Steps
To a solution of 2,6-dichloronicotinic acid (100 mg, 0.52 mmol) in CH2Cl2 (10 mL) was added cyanuric chloride (96 mg, 0.52 mmol). The mixture was stirred for half an hour, then 4-methoxy-2-nitroaniline (88 mg, 0.52 mmol) and triethylamine (0.1 mL, 0.72 mmol) were added. The resulting mixture was stirred at room temperature overnight and then diluted with ethyl acetate, washed with water. The organic phase was separated, dried over anhydrous Na2SO4, concentrated and purified by chromatography to give the title compound (40 mg, 22%) as a yellow solid. 1H NMR (DMSO-d6): 10.84 (bs, 1H), 8.09 (d, J=7.8, 1H), 7.75 (d, J=7.8, 1H), 7.57-7.52 (m, 2H), 7.37-7.33 (m, 1H), 3.86 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794397B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-d6441a80d69f4420bb874542b8599a91 |
| Source note | uspto-grants-2004_09 |