HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chlorophenol → 3-(4-(3-(4-chlorophenoxy)propylamino)-1,3,5-triazin-2-ylamino)-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 3-(4-(3-hydroxypropylamino)-1,3,5-triazin-2-ylamino)-N-methylbenzamide | HCID 67376908 | — |
| Product | 3-(4-(3-(4-chlorophenoxy)propylamino)-1,3,5-triazin-2-ylamino)-N-methylbenzamide | HCID 67375861 | 20% |
Reaction Steps
To a microwave vial charged 3-(4-(3-hydroxypropylamino)-1,3,5-triazin-2-ylamino)-N-methylbenzamide (0.112 g, 0.370 mmol) was added dichloroethane (4 mL), triphenylphosphine (0.146 g, 0.556 mmol), p-chlorophenol (0.095 g, 0.741 mmol)) and DEAD (0.129 g, 0.741 mmol) respectively. The reaction mixture was irradiated in the microwave at 130° C. for 30 min. The reaction mixture was concentrated under reduced pressure and purified with flash chromatography using CH2Cl2:MeOH:NH4OH (90:10:1) in CH2Cl2 to afford 3-(4-(3-(4-chlorophenoxy)propylamino)-1,3,5-triazin-2-ylamino)-N-methylbenzamide (30 mg, 20%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334269B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-220327a6df5e480996b600b4868e1798 |
| Source note | uspto-grants-2016_05 |