HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 75277258, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1-Methylcyclopropane-1-sulfonamide | HCID 21889814 | — |
| Reactant | HCID 68591013 | HCID 68591013 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 75277258 | HCID 75277258 | 44% |
Reaction Steps
A solution of the acid 13e (250 mg, 0.46 mmol) and EDAC (150 mg, 0.6 mmol) in dry DCM (4 ml) was stirred overnight at room temperature. Methylcyclopropane sulphonamide (78 mg, 0.58 mmol) and DBU (182 mg, 1.2 mmol) were added and the mixture was stirred for additional 6 hours at room temperature. 5% Citric acid was added and the mixture was extracted with ethyl acetate. The organic phase was washed two times with 5% citric acid and water, dried with sodium sulphate and evaporated under reduced pressure. Purification by column chromatography on silica gel eluted with diethyl ether-ethyl acetate gave the pure title compound, (130 mg, 44%), (M+H)+652.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937080B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-a43f4a46007d4158babb5449dd43dad5 |
| Source note | uspto-grants-2015_01 |