HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 8823780, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 3-aminobenzoate | HCID 11400 | — |
| Reactant | Benzoic acid, 2-(chlorosulfonyl)-, methyl ester | HCID 117830 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 8823780 | HCID 8823780 | — |
Reaction Steps
Methyl 2-(chlorosulfonyl)-benzoate (2.25 g, 8.73 mmol) in methylene chloride (20 mL) was added dropwise to a solution of ethyl 3-aminobenzoate (1.44 g, 8.73 mmol) and triethylamine (1.21 mL, 8.73 mmol) in methylene chloride (10 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred overnight. The reaction mixture was washed with water (20 mL), aqueous HCl (1 M, 20 mL) and aqueous NaOH (1 M, 20 mL), dried (MgSO4—, filtered and concentrated in vacuo to give an orange oil. Trituration with ethyl ether gave N-(3′-carboethoxyphenyl)-2-(carbomethoxy)benzenesulfonamide as white solid. 1H NMR (200 MHz, CDCl3): δ1.31, t, J=6.0 Hz, 3H; 4.00, s, 3H; 4.29, q, J=6.0 Hz, 2H; 7.23-7.61, m, 5H; 7.66-7.92, m, 3H; 8.26, br s , 1H.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06355683B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-1aaa9066a7924b1787c26b38dc54f0b8 |
| Source note | uspto-grants-2002_03 |