HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine, hydrochloride → HCID 20284796, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 4-Formyl-9-phenyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indole | HCID 20284788 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium cyanoborohydride | HCID 5003444 | — |
| Product | HCID 20284796 | HCID 20284796 | 91% |
Reaction Steps
Dimethylamine hydrochloride (1.74 g) is dissolved in absolute methanol (18 ml) and sodium methoxide (813 mg) is added thereto. To the solution are added a solution of the product of the above (1), (1.1 g) in tetrahydrofuran (10 ml) and sodium cyanoborohydride (1 g). The mixture is stirred at room temperature overnight and evaporated after addition of an aqueous solution (4 ml) of sodium hydroxide. The residue is extracted with ether after addition of water and a 10% aqueous solution of sodium hydroxide. The extract is condensed to give the title compound as an oil (1.10 g). The oil is treated with L-tartaric acid (443 mg) in ethanol to give the tartrate (750 mg) melting at 172°-177° C. (decomp.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04256640 |
| Source dataset | uspto-grants-1981_03 |
| ORD ID | ord-59a831f2da4f413b8103b41dea7ee8aa |
| Source note | uspto-grants-1981_03 |