HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloro-N,N-dimethylformiminium chloride → HCID 15463651, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloro-N,N-dimethylformiminium chloride | HCID 77311 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 9796118 | HCID 9796118 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15463651 | HCID 15463651 | 71.3% |
Reaction Steps
To 60 mg (0.20 mmol) of 2-chloro-6,8-dihydroxy-7-propyl-9H-pyrrolo [2,1-b][1,3]benzoxazin-9-one in 20 mL of CH2Cl2 was added 157 mg (1.22 mmol) of chloromethylene dimethylammonium chloride and the reaction stirred for 1 hr. The mixture was concentrated, diluted with 50 mL of dry MeOH and 1.0 g (15.9 mmol) of sodium cyanoborohydride was added. After 24 hr the mixture was quenched with saturated NaHCO3 and the mixture extracted with ethylacetate which was dried (Na2SO4) and concentrated. The residue was purified by column chromatography (Silica Gel EtOAc 100% to acetone 100%) to give 50 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06057315 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-8e8b96411cb84db0bd3fa293c46f4439 |
| Source note | uspto-grants-2000_05 |