HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 59258980, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59258972 | HCID 59258972 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59258980 | HCID 59258980 | 72.2% |
Reaction Steps
A solution of example 87 (16.0 g, 0.044 mol), methylamine (10.15 g, 0.088 mol, 27% in EtOH), Et3N (8.9 g, 0.088 mol) and a catalytic amount of DMF in acetonitrile (60 mL) was refluxed for 48 hours under a N2 balloon. TLC (petroleum ether/EtOAc 1:2) indicated the starting material was consumed completely. The reaction mixture was then concentrated in vacuo and the residue was purified by column chromatography (silica gel, petroleum ether/EtOAc from 15:1 to 4:1) to yield the crude product. Re-crystallization from CH2Cl2/petroleum ether (10 mL/150 mL) afforded pure title compound (10.5 g, 72.2%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696213B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-8be904f18dc945a999982f88c430bbe6 |
| Source note | uspto-grants-2010_04 |