HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → HCID 44452192, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 2,5-Dihydroxybenzaldehyde | HCID 70949 | — |
| Reactant | Sodium Bisulfite | HCID 23665763 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 44452192 | HCID 44452192 | 20.5% |
Reaction Steps
2,5-dihydroxy-benzaldehyde (100 g, 0.725 mol) was dissolved in MeCN (1L). To the solution was added NCS(N-chlorosuccinimide, 106 g, 1.1 eq) in batches under N2 protection. After addition completed, the mixture was stirred at room temperature overnight. TLC monitored the reaction. After the reaction completed, NaHSO3(38%, 500 mL) was added to the mixture, then extracted with ethyl acetate (3×600 mL) The organic layer was washed with water (2×600 mL) and brine (600 mL), dried over anhydrous MgSO4, concentrated to give a crude product, which was recrystallized to give the desired product 7A (25.6 g, 20.5% yield), as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969373B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-e7485efcfcd3490d8235c65cfb0e19a2 |
| Source note | uspto-grants-2015_03 |