HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 68814490, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (Bis(2-methoxyethyl)amino)sulfur trifluoride | HCID 2734690 | — |
| Reactant | 5-hydroxymethyl-N-methyl-N-propyl-isophthalamic acid ethyl ester | HCID 68816479 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68814490 | HCID 68814490 | 29% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
Add bis(2-methoxyethyl) aminosulfur trifluoride (220 mg, 1.0 mmol) to a polypropylene tube (5 mL), seal, cool to −78° C., add a solution of 5-hydroxymethyl-N-methyl-N-propyl-isophthalamic acid ethyl ester (250 mg, 0.9 mmol) in dichloromethane (1 mL) in 0.2 mL increments. Stir at −78° C. for 3 h then at room temperature overnight. Pour the reaction into saturated aqueous sodium bicarbonate. Extract with dichloromethane, dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 50:50 ethyl acetate:hexanes) to give the title compound (73 mg, 29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618978B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-1f6479579f9b46adb9ed0708702855f1 |
| Source note | uspto-grants-2009_11 |