Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Nitromethylene-thiazolidine | HCID 3835583 | — |
| Reactant | 5-Dimethylaminomethylfurfuryl chloride hydrochloride | HCID 12954792 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ranisen | HCID 5039 | — |
Reaction Steps
Combine 2-nitromethylene-thiazolidine (10.0 g) and isopropanol (40 mL). Add methylamine (14.7 g). Heat to 40° C. After 5 minutes, add 5-[(dimethylamino)methyl]-2-(chloromethyl)-furan hydrochloride (13.05 g) portionwise over 1.5 hours. After 3 hours, cool to ambient temperature. Add aqueous sodium hydroxide solution (11.6 g, 50% by weight) and water (20 g). Extract repeatedly with methyl isobutyl ketone. Combine the organic layers and evaporate in vacuo to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05672724 |
|---|
| Source dataset | uspto-grants-1997_09 |
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| ORD ID | ord-35f4417ac36e4c47bb586671403d36df |
|---|
| Source note | uspto-grants-1997_09 |
|---|
