HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Methyl 4-({[(2,4-dinitrophenyl)sulfonyl]amino}methyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride, 2,4-dinitro- | HCID 74255 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 4-(aminomethyl)benzoate | HCID 571728 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-({[(2,4-dinitrophenyl)sulfonyl]amino}methyl)benzoate | HCID 59627340 | — |
Reaction Steps
A solution of methyl 4-(aminomethyl)benzoate (1.00 g, 4.96 mmol), 2,4-dinitrobenzenesulfonyl chloride (1.39 g, 5.21 mmol), DCM (16.5 mL) and pyridine (481 uL, 5.95 mmol) was treated with Hunig's base (2.17 mL, 12.4 mmol) and stirred for 2 h. The reaction was concentrated, taken into EtOAc and washed with 2M aq. HCl 2×, water, brine, dried (MgSO4) and concentrated to afford a brown oil used crude in the next reaction. MS: cal'd 396 (MH+), exp 396 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096559B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-c51058b5efbe4791bd741bd3340c8f17 |
| Source note | uspto-grants-2015_08 |